Product Name

  • Name

    6-Methoxy-7-benzyloxyquinazolin-4-one

  • EINECS 807-946-0
  • CAS No. 179688-01-8
  • Article Data49
  • CAS DataBase
  • Density 1.263 g/cm3
  • Solubility
  • Melting Point 266 °C
  • Formula C16H14N2O3
  • Boiling Point 475.366 °C at 760 mmHg
  • Molecular Weight 282.299
  • Flash Point 241.293 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 179688-01-8 (6-Methoxy-7-benzyloxyquinazolin-4-one)
  • Hazard Symbols
  • Synonyms 4(1H)-Quinazolinone,6-methoxy-7-(phenylmethoxy)- (9CI);6-Methoxy-7-benzyloxy-3H-quinazolin-4-one;7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one;7-Benzyloxy-6-methoxy-3,4-dihydroquinazolin-4-one;7-Benzyloxy-6-methoxy-3H-quinazolin-4-one;7-Benzyloxy-6-methoxy-4(1H)-quinazolinone;
  • PSA 64.21000
  • LogP 2.51070

Synthetic route

formamidine acetic acid
3473-63-0

formamidine acetic acid

2-amino-4-benzyloxy-5-methoxybenzoic acid benzyl ester
205259-41-2

2-amino-4-benzyloxy-5-methoxybenzoic acid benzyl ester

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
In 2-methyl-propan-1-ol at 97℃; for 6h; Product distribution / selectivity;98%
In 2-methyl-propan-1-ol at 97℃; for 6h;98%
In iso-butanol at 95℃; for 6h;86%
methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate
61032-42-6

methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

formamide
77287-34-4, 77287-35-5, 60100-09-6

formamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With ammonium formate at 180 - 190℃; for 2h;95%
With ammonium formate at 150℃; for 3h;81%
With ammonium formate
at 190℃; for 5h;
C16H14N2O2
741276-49-3

C16H14N2O2

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With peracetic acid; sulfuric acid In ethanol at 60℃; for 3h;95%
formamide
77287-34-4, 77287-35-5, 60100-09-6

formamide

2-amino-4-benzyloxy-5-methoxybenzoic acid benzyl ester
205259-41-2

2-amino-4-benzyloxy-5-methoxybenzoic acid benzyl ester

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
at 190℃; for 5h;87%
With ammonium formate at 150℃; for 4h;81%
Gold's reagent
20353-93-9

Gold's reagent

2-amino-4-benzyloxy-5-methoxybenzamide
60547-98-0

2-amino-4-benzyloxy-5-methoxybenzamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Stage #1: Gold's reagent; 2-amino-4-benzyloxy-5-methoxybenzamide In 1,4-dioxane for 12h; Reflux;
Stage #2: With sodium acetate; acetic acid In 1,4-dioxane for 3h; Reflux;		87%
Stage #1: Gold's reagent; 2-amino-4-benzyloxy-5-methoxybenzamide In 1,4-dioxane for 24h; Heating / reflux;
Stage #2: With sodium acetate; acetic acid In 1,4-dioxane for 3h; Heating / reflux;		84%
Stage #1: Gold's reagent; 2-amino-4-benzyloxy-5-methoxybenzamide In 1,4-dioxane for 24h; Heating / reflux;
Stage #2: With sodium acetate; acetic acid In 1,4-dioxane for 3h; Heating;		84%
2-amino-4-benzyloxy-5-methoxybenzamide
60547-98-0

2-amino-4-benzyloxy-5-methoxybenzamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With sodium acetate; acetic acid In 1,4-dioxane for 24h; Heating / reflux;84%
With sodium acetate; acetic acid In 1,4-dioxane; water84%
With sodium acetate; acetic acid In 1,4-dioxane; water84%
[3-(dimethylamino)-2-azaprop-2-en-1-ylidene]-dimethylammonium chloride
20353-93-9

[3-(dimethylamino)-2-azaprop-2-en-1-ylidene]-dimethylammonium chloride

2-amino-4-benzyloxy-5-methoxybenzamide
60547-98-0

2-amino-4-benzyloxy-5-methoxybenzamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Stage #1: [3-(dimethylamino)-2-azaprop-2-en-1-ylidene]-dimethylammonium chloride; 2-amino-4-benzyloxy-5-methoxybenzamide In 1,4-dioxane for 24h; Heating / reflux;
Stage #2: With sodium acetate; acetic acid In 1,4-dioxane for 3h; Heating / reflux;		84%
With sodium acetate; acetic acid In 1,4-dioxane; water
With sodium acetate; acetic acid In 1,4-dioxane; water
2-amino-4-benzoyloxy-5-methoxybenzamide

2-amino-4-benzoyloxy-5-methoxybenzamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With sodium acetate; acetic acid In 1,4-dioxane; water84%
sodium acetate
127-09-3

sodium acetate

acetic acid
64-19-7

acetic acid

2-amino-4-benzyloxy-5-methoxybenzamide
60547-98-0

2-amino-4-benzyloxy-5-methoxybenzamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Stage #1: 2-amino-4-benzyloxy-5-methoxybenzamide With Gold's reagent In 1,4-dioxane for 24h; Heating / reflux;
Stage #2: sodium acetate; acetic acid In 1,4-dioxane for 3h; Heating / reflux;		84%
...Expand
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

2-amino-4-benzyloxy-5-methoxybenzoic acid benzyl ester
205259-41-2

2-amino-4-benzyloxy-5-methoxybenzoic acid benzyl ester

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With ammonium acetate for 4h; Reflux;71%
methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate
61032-42-6

methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With methanol; ammonium acetate at 100℃;69%
4-benzyloxy-3-methoxybenzoic acid benzyl ester
91203-74-6

4-benzyloxy-3-methoxybenzoic acid benzyl ester

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 100 percent / HNO3; Ac2O / 3 h / 20 °C
2: 97 percent / Fe; FeCl3 / acetic acid; H2O; ethanol / 4 h / 20 °C
3: 87 percent / 5 h / 190 °C
View Scheme
Multi-step reaction with 3 steps
1: 96.5 percent / HNO3; AcOH / CH2Cl2 / 100 °C
2: 95 percent / SnCl2*H2O / ethyl acetate / 50 °C
3: 81 percent / HCOONH4 / 4 h / 150 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / dichloromethane / 0 °C
1.2: 4 h / 0 - 5 °C
2.1: tin(ll) chloride / ethyl acetate / 18 h / 65 °C
3.1: ammonium acetate / 4 h / Reflux
View Scheme
4-benzyloxy-5-methoxy-2-nitrobenzoic acid benzyl ester
205259-40-1

4-benzyloxy-5-methoxy-2-nitrobenzoic acid benzyl ester

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 97 percent / Fe; FeCl3 / acetic acid; H2O; ethanol / 4 h / 20 °C
2: 87 percent / 5 h / 190 °C
View Scheme
Multi-step reaction with 2 steps
1: 95 percent / SnCl2*H2O / ethyl acetate / 50 °C
2: 81 percent / HCOONH4 / 4 h / 150 °C
View Scheme
Multi-step reaction with 2 steps
1: tin(ll) chloride / ethyl acetate / 18 h / 65 °C
2: ammonium acetate / 4 h / Reflux
View Scheme
3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: K2CO3 / dimethylformamide / 20 °C
2: 100 percent / HNO3; Ac2O / 3 h / 20 °C
3: 97 percent / Fe; FeCl3 / acetic acid; H2O; ethanol / 4 h / 20 °C
4: 87 percent / 5 h / 190 °C
View Scheme
Multi-step reaction with 4 steps
1: 96 percent / K2CO3 / dimethylformamide / 20 °C
2: 96.5 percent / HNO3; AcOH / CH2Cl2 / 100 °C
3: 95 percent / SnCl2*H2O / ethyl acetate / 50 °C
4: 81 percent / HCOONH4 / 4 h / 150 °C
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 22 °C
1.2: 18 h / 22 °C
2.1: acetic acid / dichloromethane / 0 °C
2.2: 4 h / 0 - 5 °C
3.1: tin(ll) chloride / ethyl acetate / 18 h / 65 °C
4.1: ammonium acetate / 4 h / Reflux
View Scheme
methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate
61032-42-6

methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate
61032-41-5

methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium methylate; iron; formamide In methanol; chloroform; water; acetic acid; N,N-dimethyl-formamide
acetic acid
64-19-7

acetic acid

2-amino-4-benzyloxy-5-methoxybenzamide
60547-98-0

2-amino-4-benzyloxy-5-methoxybenzamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Stage #1: 2-amino-4-benzyloxy-5-methoxybenzamide With Gold's reagent In 1,4-dioxane for 24h; Heating / reflux;
Stage #2: acetic acid With sodium acetate In 1,4-dioxane for 3h;
4-hydroxy-3-methoxybenzoic acid methyl ester
3943-74-6

4-hydroxy-3-methoxybenzoic acid methyl ester

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium carbonate / acetone
2: nitric acid / acetic acid
3: sodium tetrahydroborate; nickel(II) chloride hexahydrate
4: formamide
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 100 °C
2: nitric acid; acetic acid / 0.33 h / -10 °C
3: iron; ammonium chloride / water; methanol / 105 °C
4: ammonium acetate; methanol / 100 °C
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C
2: nitric acid / acetic acid / 1.17 h / 0 - 60 °C
3: iron(III) chloride; iron; acetic acid / ethanol; water
4: 5 h / 190 °C
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 100 °C
2: acetic acid; nitric acid / 4 h / 100 °C
3: iron; ammonium chloride / ethanol; water / 3 h / Reflux
4: ammonium formate / 3 h / 150 °C
View Scheme
methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate
61032-42-6

methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

ammonium formate
16712-16-6, 64165-14-6, 65387-22-6, 70179-79-2, 540-69-2

ammonium formate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
In formamide
methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate
61032-41-5

methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; nickel(II) chloride hexahydrate
2: formamide
View Scheme
Multi-step reaction with 2 steps
1: iron; ammonium chloride / water; methanol / 105 °C
2: ammonium acetate; methanol / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: iron(III) chloride; iron; acetic acid / ethanol; water
2: 5 h / 190 °C
View Scheme
Multi-step reaction with 2 steps
1: iron; ammonium chloride / ethanol; water / 3 h / Reflux
2: ammonium formate / 3 h / 150 °C
View Scheme
methyl 4-(benzyloxy)-3-methoxybenzoate
56441-97-5

methyl 4-(benzyloxy)-3-methoxybenzoate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: nitric acid / acetic acid
2: sodium tetrahydroborate; nickel(II) chloride hexahydrate
3: formamide
View Scheme
Multi-step reaction with 3 steps
1: nitric acid; acetic acid / 0.33 h / -10 °C
2: iron; ammonium chloride / water; methanol / 105 °C
3: ammonium acetate; methanol / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: nitric acid / acetic acid / 1.17 h / 0 - 60 °C
2: iron(III) chloride; iron; acetic acid / ethanol; water
3: 5 h / 190 °C
View Scheme
Multi-step reaction with 3 steps
1: acetic acid; nitric acid / 4 h / 100 °C
2: iron; ammonium chloride / ethanol; water / 3 h / Reflux
3: ammonium formate / 3 h / 150 °C
View Scheme
benzyl bromide
100-39-0

benzyl bromide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium carbonate / acetone
2: nitric acid / acetic acid
3: sodium tetrahydroborate; nickel(II) chloride hexahydrate
4: formamide
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate / acetone / Reflux
2: nitric acid; acetic acid / 30 °C
3: iron; ammonium chloride / methanol; water / Reflux
4: ammonium bicarbonate / Reflux
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C
2: nitric acid / acetic acid / 1.17 h / 0 - 60 °C
3: iron(III) chloride; iron; acetic acid / ethanol; water
4: 5 h / 190 °C
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 100 °C
2: acetic acid; nitric acid / 4 h / 100 °C
3: iron; ammonium chloride / ethanol; water / 3 h / Reflux
4: ammonium formate / 3 h / 150 °C
View Scheme
4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid
60547-92-4

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: oxalyl dichloride / toluene / 2 h / Reflux
1.2: 2 h
2.1: acetic acid / 0.17 h / 90 °C
2.2: 1 h / Reflux
3.1: 1,4-dioxane / 12 h / Reflux
3.2: 3 h / Reflux
View Scheme
4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde
2426-84-8

4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium permanganate / acetone / 2 h / 30 - 50 °C
2.1: oxalyl dichloride / toluene / 2 h / Reflux
2.2: 2 h
3.1: acetic acid / 0.17 h / 90 °C
3.2: 1 h / Reflux
4.1: 1,4-dioxane / 12 h / Reflux
4.2: 3 h / Reflux
View Scheme
5-Methoxy-2-nitro-4-(phenylmethoxy)benzamide
60547-94-6

5-Methoxy-2-nitro-4-(phenylmethoxy)benzamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid / 0.17 h / 90 °C
1.2: 1 h / Reflux
2.1: 1,4-dioxane / 12 h / Reflux
2.2: 3 h / Reflux
View Scheme
3-methoxy-4-(phenylmethoxy)benzaldehyde
2426-87-1

3-methoxy-4-(phenylmethoxy)benzaldehyde

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: nitric acid / 2 h / 0 - 20 °C
2.1: potassium permanganate / acetone / 2 h / 30 - 50 °C
3.1: oxalyl dichloride / toluene / 2 h / Reflux
3.2: 2 h
4.1: acetic acid / 0.17 h / 90 °C
4.2: 1 h / Reflux
5.1: 1,4-dioxane / 12 h / Reflux
5.2: 3 h / Reflux
View Scheme
benzyl chloride
100-44-7

benzyl chloride

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 100 °C
2: nitric acid; acetic acid / 0.33 h / -10 °C
3: iron; ammonium chloride / water; methanol / 105 °C
4: ammonium acetate; methanol / 100 °C
View Scheme
C17H19NO4

C17H19NO4

formamide
77287-34-4, 77287-35-5, 60100-09-6

formamide

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
With ammonium bicarbonate Reflux;
C17H17NO6

C17H17NO6

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron; ammonium chloride / methanol; water / Reflux
2: ammonium bicarbonate / Reflux
View Scheme
ethyl 4-benzyloxy-3-methoxybenzoate
185033-64-1

ethyl 4-benzyloxy-3-methoxybenzoate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: nitric acid; acetic acid / 30 °C
2: iron; ammonium chloride / methanol; water / Reflux
3: ammonium bicarbonate / Reflux
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one
162012-72-8

7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With trifluoroacetic acid for 2h; Heating;100%
With methanesulfonic acid; trifluoroacetic acid for 3h; Reflux;88%
With ammonium formate; palladium 10% on activated carbon In DMF (N,N-dimethyl-formamide) for 1.75h;64%
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

7-benzyloxy-4-chloro-6-methoxyquinazoline hydrochloride

7-benzyloxy-4-chloro-6-methoxyquinazoline hydrochloride

Conditions
ConditionsYield
With thionyl chloride; trichlorophosphate; N,N-dimethyl-formamide for 2h; Reflux;100%
With thionyl chloride In N,N-dimethyl-formamide; toluene
With thionyl chloride In N,N-dimethyl-formamide
Chloromethyl pivalate
18997-19-8

Chloromethyl pivalate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

7-benzyloxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one
193002-24-3

7-benzyloxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With potassium carbonate In ISOPROPYLAMIDE at 90℃; for 4h;100%
With hydrogenchloride In water; N,N-dimethyl-formamide; mineral oil; Petroleum ether84%
Stage #1: 7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one With sodium hydride In DMF (N,N-dimethyl-formamide); mineral oil at 20℃; for 1.83333h;
Stage #2: Chloromethyl pivalate In DMF (N,N-dimethyl-formamide); mineral oil at 20℃; for 2h;		84%
Chloromethyl pivalate
18997-19-8

Chloromethyl pivalate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

tert-butyl 2-[7-(benzyloxy)-6-methoxy-4-oxo-3(4H)-quinazolinyl]acetate
557771-41-2

tert-butyl 2-[7-(benzyloxy)-6-methoxy-4-oxo-3(4H)-quinazolinyl]acetate

Conditions
ConditionsYield
With potassium carbonate In ISOPROPYLAMIDE at 90℃; for 4h;100%
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

7-benzyloxy-4-chloro-6-methoxyquinazoline
162364-72-9

7-benzyloxy-4-chloro-6-methoxyquinazoline

Conditions
ConditionsYield
With sodium hydroxide; N-ethyl-N,N-diisopropylamine; trichlorophosphate99%
With trichlorophosphate In toluene Reflux;94%
With trichlorophosphate for 3h; Heating;92%
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

7-benzyloxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one
193002-24-3

7-benzyloxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
Stage #1: 7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one With sodium hydride In N,N-dimethyl-formamide for 1.8h;
Stage #2: With Chloromethyl pivalate at 20℃; for 2h;		84%
Chloromethyl pivalate
18997-19-8

Chloromethyl pivalate

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

A

0.8isopropanol

0.8isopropanol

B

7-benzyloxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one
193002-24-3

7-benzyloxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With hydrogenchloride In water; N,N-dimethyl-formamide; mineral oil; Petroleum etherA n/a
B 84%
...Expand
hexan-1-amine
111-26-2

hexan-1-amine

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

7-(benzyloxy)-N-hexyl-6-methoxyquinazolin-4-amine

7-(benzyloxy)-N-hexyl-6-methoxyquinazolin-4-amine

Conditions
ConditionsYield
With copper acetylacetonate; di-tert-butyl peroxide; N,N-dimethyl-formamide at 100℃; for 10h; Green chemistry;67%
piperidine
110-89-4

piperidine

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

7-(benzyloxy)-6-methoxy-4-(piperidin-1-yl)quinazoline

7-(benzyloxy)-6-methoxy-4-(piperidin-1-yl)quinazoline

Conditions
ConditionsYield
With copper acetylacetonate; di-tert-butyl peroxide; N,N-dimethyl-formamide at 100℃; for 10h; Green chemistry;65%
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

7-acetoxy-6-methoxy-3,4-dihydroquinazolin-4-one
179688-02-9

7-acetoxy-6-methoxy-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With sodium acetate; acetic anhydride; palladium In methanol; water; ethyl acetate; toluene27%
Multi-step reaction with 2 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: methanesulfonic acid; trifluoroacetic acid / 3 h / Reflux
2: pyridine / 3 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1.1: ammonium formate / palladium 10% on activated carbon / DMF (N,N-dimethyl-formamide) / 1.55 h
2.1: pyridine / 20.5 h / 20 - 100 °C
2.2: 0.25 h / 90 °C
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

4-chloro-6-methoxyquinazolin-7-yl acetate
179688-03-0

4-chloro-6-methoxyquinazolin-7-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: methanesulfonic acid; trifluoroacetic acid / 3 h / Reflux
2: pyridine / 3 h / 120 °C
3: thionyl chloride / N,N-dimethyl-formamide / 1.5 h / Reflux
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

4-((3-chloro-4-fluorophenyl)amino)-6-methoxyquinazolin-7-ol
451494-91-0

4-((3-chloro-4-fluorophenyl)amino)-6-methoxyquinazolin-7-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
4: 91 percent / i-PrOH / Heating
5: 90 percent / ammonia; methanol / 2 h / 20 °C
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

acetic acid 4-(3-chloro-4-fluoro-phenylamino)-6-methoxy-quinazolin-7-yl ester
869475-50-3

acetic acid 4-(3-chloro-4-fluoro-phenylamino)-6-methoxy-quinazolin-7-yl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
4: 91 percent / i-PrOH / Heating
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

N4-(3-chloro-4-fluoro-phenyl)-N7-(2-dimethylamino-ethyl)-6-methoxy-quinazoline-4,7-diamine

N4-(3-chloro-4-fluoro-phenyl)-N7-(2-dimethylamino-ethyl)-6-methoxy-quinazoline-4,7-diamine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
4: 91 percent / i-PrOH / Heating
5: 90 percent / ammonia; methanol / 2 h / 20 °C
6: 88 percent / K2CO3 / tetrahydrofuran / 4 h / 20 °C
7: 20 percent Chromat. / N-methylpyrrolidinone / 135 °C
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

N4-(3-chloro-4-fluoro-phenyl)-N7-(2-dimethylamino-ethyl)-6-methoxy-N7-methyl-quinazoline-4,7-diamine

N4-(3-chloro-4-fluoro-phenyl)-N7-(2-dimethylamino-ethyl)-6-methoxy-N7-methyl-quinazoline-4,7-diamine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
4: 91 percent / i-PrOH / Heating
5: 90 percent / ammonia; methanol / 2 h / 20 °C
6: 88 percent / K2CO3 / tetrahydrofuran / 4 h / 20 °C
7: 77 percent / N-methylpyrrolidinone / 135 °C
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

(3-chloro-4-fluoro-phenyl)-(6-methoxy-7-morpholin-4-yl-quinazolin-4-yl)-amine

(3-chloro-4-fluoro-phenyl)-(6-methoxy-7-morpholin-4-yl-quinazolin-4-yl)-amine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
4: 91 percent / i-PrOH / Heating
5: 90 percent / ammonia; methanol / 2 h / 20 °C
6: 88 percent / K2CO3 / tetrahydrofuran / 4 h / 20 °C
7: 72 percent / N-methylpyrrolidinone / 135 °C
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

(3-chloro-4-fluoro-phenyl)-(6-methoxy-7-piperidin-1-yl-quinazolin-4-yl)-amine

(3-chloro-4-fluoro-phenyl)-(6-methoxy-7-piperidin-1-yl-quinazolin-4-yl)-amine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
4: 91 percent / i-PrOH / Heating
5: 90 percent / ammonia; methanol / 2 h / 20 °C
6: 88 percent / K2CO3 / tetrahydrofuran / 4 h / 20 °C
7: 64 percent / N-methylpyrrolidinone / 135 °C
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

N7-benzyl-N4-(3-chloro-4-fluoro-phenyl)-6-methoxy-quinazoline-4,7-diamine

N7-benzyl-N4-(3-chloro-4-fluoro-phenyl)-6-methoxy-quinazoline-4,7-diamine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
4: 91 percent / i-PrOH / Heating
5: 90 percent / ammonia; methanol / 2 h / 20 °C
6: 88 percent / K2CO3 / tetrahydrofuran / 4 h / 20 °C
7: 20 percent / N-methylpyrrolidinone / 135 °C
View Scheme
7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one
179688-01-8

7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one

trifluoromethanesulfonic acid 4-(3-chloro-4-fluorophenylamino)-6-methoxy-7-quinazolinyl ester
451494-89-6

trifluoromethanesulfonic acid 4-(3-chloro-4-fluorophenylamino)-6-methoxy-7-quinazolinyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 100 percent / aq. TFA / 2 h / Heating
2: 89 percent / pyridine / 1 h / Heating
3: 69 percent / SOCl2 / 1.5 h / Heating
4: 91 percent / i-PrOH / Heating
5: 90 percent / ammonia; methanol / 2 h / 20 °C
6: 88 percent / K2CO3 / tetrahydrofuran / 4 h / 20 °C
View Scheme

6-Methoxy-7-benzyloxyquinazolin-4-one Specification

The 6-Methoxy-7-benzyloxyquinazolin-4-one with molecular formula of C16H14N2O3 is also known as 7-Benzyloxy-6-methoxyquinazolin-4-one which is also its systematic name. Its cas registry number 179688-01-8. Its IUPAC name is called 6-methoxy-7-phenylmethoxy-1H-quinazolin-4-one .

Physical properties about this chemical are: (1) ACD/LogP: 2.08 ; (2) # of Rule of 5 Violations: 0 ; (3) ACD/LogD (pH 5.5): 3 ; (4) ACD/LogD (pH 7.4): 3 ; (5) ACD/BCF (pH 5.5): 47 ; (6) ACD/BCF (pH 7.4): 47 ; (7) ACD/KOC (pH 5.5): 550 ; (8) ACD/KOC (pH 7.4): 550 ; (9) #H bond acceptors: 5 ; (10) #H bond donors: 1 ; (11) #Freely Rotating Bonds: 4 ; (12) Polar Surface Area: 59.92 Å2 ; (13) Index of Refraction: 1.617 ; (14) Molar Refractivity: 78.189 cm3 ; (15) Molar Volume: 223.473 cm3 ; (16) Surface Tension: 46.553 dyne/cm ; (17) Density: 1.263 g/cm3 ; (18) Flash Point: 241.293 °C ; (19) Enthalpy of Vaporization: 73.887 kJ/mol ; (20) Boiling Point: 475.366 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1) SMILES:O=C3\N=C/Nc2cc(OCc1ccccc1)c(OC)cc23;
(2) InChI:InChI=1/C16H14N2O3/c1-20-14-7-12-13(17-10-18-16(12)19)8-15(14)21-9-11-5-3-2-4-6-11/h2-8,10H,9H2,1H3,(H,17,18,19);
(3) InChIKey:ZCUFFSHMOAEEIL-UHFFFAOYAK

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