Product Name

  • Name

    2-Chloro-6-methylaniline

  • EINECS 201-759-2
  • CAS No. 87-63-8
  • Article Data19
  • CAS DataBase
  • Density 1.18 g/cm3
  • Solubility immiscible with water
  • Melting Point 2 °C
  • Formula C7H8ClN
  • Boiling Point 215 °C at 760 mmHg
  • Molecular Weight 141.6
  • Flash Point 98.9 °C
  • Transport Information UN 3429 6.1/PG 3
  • Appearance clear yellow to red-brown liquid
  • Safety 26-36-36/37/39
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 87-63-8 (2-Chloro-6-methylaniline)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms o-Toluidine,6-chloro- (8CI);(2-Chloro-6-methylphenyl)amine;2-Amino-3-chlorotoluene;
  • PSA 26.02000
  • LogP 2.81180

Synthetic route

3-chloro-5-methyl-4-nitroaniline

3-chloro-5-methyl-4-nitroaniline

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
Stage #1: 3-chloro-5-methyl-4-nitroaniline With sulfuric acid; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: With hypophosphorous acid In water at 0℃; for 3h;
Stage #3: With iron In water at 90℃; for 4h; Reagent/catalyst;
82.5%
2-bromo-1-chloro-3-methylbenzene
69190-56-3

2-bromo-1-chloro-3-methylbenzene

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate In 1-methyl-pyrrolidin-2-one at 110℃; for 12h;82%
o-toluidine
95-53-4

o-toluidine

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With N-chloro-succinimide; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(mesitylselanyl)-2,3-dihydro-1H-inden-1-yl)thiourea In chloroform-d1 at 0℃; for 12h; regioselective reaction;65%
N-(2-chloro-6-methylphenyl)acetamide
21352-09-0

N-(2-chloro-6-methylphenyl)acetamide

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With hydrogenchloride In water at 50 - 55℃; for 7h; Time;61.7%
C9H10ClNO4S

C9H10ClNO4S

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With hydrogenchloride In sulfolane; water at 120℃; for 26h;60%
1-azido-2-methyl-benzene
31656-92-5

1-azido-2-methyl-benzene

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With hydrogenchloride
6-amino-5-chloro-toluene-3-sulfonic acid
6387-14-0

6-amino-5-chloro-toluene-3-sulfonic acid

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With sulfuric acid at 165℃;
With sulfuric acid at 150 - 160℃;
N-(o-tolyl)hydroxylamine
611-22-3

N-(o-tolyl)hydroxylamine

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With hydrogenchloride
N-(2-chloro-6-methylphenyl)pivalamide
150545-04-3

N-(2-chloro-6-methylphenyl)pivalamide

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With hydrogen bromide for 4.5h; Heating; Yield given;
N-(o-tolyl)hydroxylamine
611-22-3

N-(o-tolyl)hydroxylamine

A

4-amino-3-methylphenol
2835-99-6

4-amino-3-methylphenol

B

o-toluidine
95-53-4

o-toluidine

C

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

D

4-chloro-2-methylbenzeneamine
95-69-2

4-chloro-2-methylbenzeneamine

Conditions
ConditionsYield
With perchloric acid; sodium perchlorate; sodium chloride In water; acetonitrile at 25℃; Rate constant;
hydrogenchloride
7647-01-0

hydrogenchloride

N-(o-tolyl)hydroxylamine
611-22-3

N-(o-tolyl)hydroxylamine

A

N,N'-Di-o-tolyl-diazene N-oxide
956-31-0, 51284-68-5, 116723-89-8

N,N'-Di-o-tolyl-diazene N-oxide

B

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

C

5-chloro-2-methyl-benzenamine
95-79-4

5-chloro-2-methyl-benzenamine

D

4-chloro-2-methylbenzeneamine
95-69-2

4-chloro-2-methylbenzeneamine

hydrogenchloride
7647-01-0

hydrogenchloride

1-azido-2-methyl-benzene
31656-92-5

1-azido-2-methyl-benzene

A

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

B

4-chloro-2-methylbenzeneamine
95-69-2

4-chloro-2-methylbenzeneamine

Conditions
ConditionsYield
Aufbewahren an einem kuehlen dunklen Ort;
hydrogenchloride
7647-01-0

hydrogenchloride

ethanol
64-17-5

ethanol

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

tin dichloride

tin dichloride

A

o-toluidine
95-53-4

o-toluidine

B

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

C

4-chloro-2-methylbenzeneamine
95-69-2

4-chloro-2-methylbenzeneamine

hydrogenchloride
7647-01-0

hydrogenchloride

ethanol
64-17-5

ethanol

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

tin

tin

A

o-toluidine
95-53-4

o-toluidine

B

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

C

4-chloro-2-methylbenzeneamine
95-69-2

4-chloro-2-methylbenzeneamine

sulfuric acid
7664-93-9

sulfuric acid

6-amino-5-chloro-toluene-3-sulfonic acid
6387-14-0

6-amino-5-chloro-toluene-3-sulfonic acid

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
at 150 - 160℃;
N-(2-chlorophenyl)-2,2,2-trimethylacetamide
62662-74-2

N-(2-chlorophenyl)-2,2,2-trimethylacetamide

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72.1 percent / TMEDA, n-BuLi / various solvent(s); hexane / 1.) -12 to -20 deg C, 50min, 2.) -20 deg C, 2 h
2: conc. aq. HBr / 4.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: TMEDA, BuLi / various solvent(s); hexane / 1.) 65min, 2.) 1 h
2: conc. aq. HBr / 4.5 h / Heating
View Scheme
2-Chloroaniline
95-51-2

2-Chloroaniline

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 25 percent aq. NaOH / various solvent(s)
2: 72.1 percent / TMEDA, n-BuLi / various solvent(s); hexane / 1.) -12 to -20 deg C, 50min, 2.) -20 deg C, 2 h
3: conc. aq. HBr / 4.5 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 25 percent aq. NaOH / various solvent(s)
2: TMEDA, BuLi / various solvent(s); hexane / 1.) 65min, 2.) 1 h
3: conc. aq. HBr / 4.5 h / Heating
View Scheme
2-aminotoluene-5-sulfonic acid
98-33-9

2-aminotoluene-5-sulfonic acid

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / water / 2 h / 50 °C
2: acetic acid; hydrogenchloride; dihydrogen peroxide / water / 40 - 50 °C
3: hydrogenchloride / water; sulfolane / 26 h / 120 °C
View Scheme
3-chloro-2-nitrotoluene
5367-26-0

3-chloro-2-nitrotoluene

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
With hydrogen In ethanol at 80℃; under 15001.5 Torr; for 2.5h; Catalytic behavior; chemoselective reaction;
o-toluidine
95-53-4

o-toluidine

A

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

B

4-chloro-2-methylbenzeneamine
95-69-2

4-chloro-2-methylbenzeneamine

Conditions
ConditionsYield
With N-chloro-succinimide In chloroform-d1 at 0℃; for 12h;
2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: chloroform / 12 h / Reflux
2.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 40 °C / 1800.18 - 3000.3 Torr / Inert atmosphere; Autoclave
3.1: sodium nitrite; hydrogenchloride / water / 0.5 h / -3 - 3 °C
3.2: 5.5 h / -3 - 3 °C
4.1: hydrogenchloride / water / 7 h / 50 - 55 °C
View Scheme
N-(2-methyl-6-nitrophenyl)acetamide
59907-22-1

N-(2-methyl-6-nitrophenyl)acetamide

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 40 °C / 1800.18 - 3000.3 Torr / Inert atmosphere; Autoclave
2.1: sodium nitrite; hydrogenchloride / water / 0.5 h / -3 - 3 °C
2.2: 5.5 h / -3 - 3 °C
3.1: hydrogenchloride / water / 7 h / 50 - 55 °C
View Scheme
2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

4-bromo-2-chloro-6-methylphenylamine hydrobromide salt
877149-11-6

4-bromo-2-chloro-6-methylphenylamine hydrobromide salt

Conditions
ConditionsYield
With bromine; acetic acid In methanol at 0℃;99%
C21H22O4
1300605-91-7

C21H22O4

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

C28H28ClNO3
1309360-29-9

C28H28ClNO3

Conditions
ConditionsYield
With hafnium tetrakis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 0.5h; Friedel Crafts alkylation;99%
In dichloromethane for 72h; Inert atmosphere; Reflux;51%
(E)-1,3-diphenyl-2-propen-1-ol
62668-02-4

(E)-1,3-diphenyl-2-propen-1-ol

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

(E)-2-chloro-4-(1,3-diphenylallyl)-6-methylaniline

(E)-2-chloro-4-(1,3-diphenylallyl)-6-methylaniline

Conditions
ConditionsYield
With 1,3-bis(carboxymethyl)imidazolium iodide In neat (no solvent) at 80℃; for 6h; regioselective reaction;99%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-chloro-N-(2-chloro-6-methylphenyl)acetamide
6307-67-1

2-chloro-N-(2-chloro-6-methylphenyl)acetamide

Conditions
ConditionsYield
Stage #1: 2-chloro-6-methylaniline With pyridine In dichloromethane at -10℃; for 0.166667h;
Stage #2: chloroacetyl chloride In dichloromethane at -10 - 20℃; for 2h;
98%
at 0 - 25℃; for 2.5h;87.6%
With sodium acetate In water; acetone at 20 - 50℃; for 16h;71%
2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2,6-dichloroimidazo[1,5-a]pyrido[3,2-e]pyrazine
240815-53-6

2,6-dichloroimidazo[1,5-a]pyrido[3,2-e]pyrazine

2-Chloro-N-(2-chloro-6-methylphenyl)imidazo[1,5-a]pyrido[3,2-e]pyrazin-6-amine
240813-70-1

2-Chloro-N-(2-chloro-6-methylphenyl)imidazo[1,5-a]pyrido[3,2-e]pyrazin-6-amine

Conditions
ConditionsYield
Stage #1: 2-chloro-6-methylaniline With sodium hexamethyldisilazane In tetrahydrofuran for 0.5h; Heating;
Stage #2: 2,6-dichloroimidazo[1,5-a]pyrido[3,2-e]pyrazine In tetrahydrofuran for 0.5h; Heating;
98%
3-oxo-propionic acid ethyl ester
34780-29-5

3-oxo-propionic acid ethyl ester

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

C10H10ClNO2
1044209-25-7

C10H10ClNO2

Conditions
ConditionsYield
Stage #1: 3-oxo-propionic acid ethyl ester With sodium methylate In tetrahydrofuran at 20℃; for 10h;
Stage #2: 2-chloro-6-methylaniline In tetrahydrofuran for 1h; Solvent; Reflux;
97.3%
acetylacetone
123-54-6

acetylacetone

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

(Z)-4-(2-chloro-6-methylphenylamino)pent-3-en-2-one
1590398-72-3

(Z)-4-(2-chloro-6-methylphenylamino)pent-3-en-2-one

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate In neat (no solvent) at 20℃; for 0.1h; Green chemistry;97%
With zinc trifluoromethanesulfonate In neat (no solvent) at 20℃; for 0.2h; stereoselective reaction;96%
2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxylic acid
1245157-80-5

2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxylic acid

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl- 4-pyrimidinyl]amino]-5-thiazolecarboxamide
1245157-85-0

N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl- 4-pyrimidinyl]amino]-5-thiazolecarboxamide

Conditions
ConditionsYield
Stage #1: 2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxylic acid With thionyl chloride; sodium hydroxide In water; 1,2-dichloro-ethane at 55 - 60℃; for 4h;
Stage #2: 2-chloro-6-methylaniline With triethylamine In 1,2-dichloro-ethane at 40 - 45℃; for 1h; Solvent; Reagent/catalyst; Temperature;
95.6%
With O-phenyl phosphorodichloridate; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;71.7%
With O-phenyl phosphorodichloridate; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;71.7%
aqueous trimethylamine

aqueous trimethylamine

2-methyl-4,6-dichloroaniline
30273-00-8

2-methyl-4,6-dichloroaniline

o-toluidine
95-53-4

o-toluidine

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

4-chloro-2-methylbenzeneamine
95-69-2

4-chloro-2-methylbenzeneamine

trimethylammonium 4-chloro-2-methylphenyl dithiocarbamate

trimethylammonium 4-chloro-2-methylphenyl dithiocarbamate

Conditions
ConditionsYield
With carbon disulfide In acetone95.5%
2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-[(tert-butoxycarbonyl)amino]-1,3-thiazole-5-carboxylic acid
302964-02-9

2-[(tert-butoxycarbonyl)amino]-1,3-thiazole-5-carboxylic acid

[5-(2-chloro-6-methylphenylcarbamoyl)thiazol-2-yl]-carbamic acid tert-butyl ester
302964-06-3

[5-(2-chloro-6-methylphenylcarbamoyl)thiazol-2-yl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With Dichlorophenylphosphine; N-ethyl-N,N-diisopropylamine In dichloromethane at -5 - 20℃; for 14h;95%
Stage #1: 2-[(tert-butoxycarbonyl)amino]-1,3-thiazole-5-carboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 4h;
Stage #2: 2-chloro-6-methylaniline With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 24h;
48%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

(Z)-ethyl 3-(2-chloro-6-methylphenylamino)but-2-enoate
1590398-71-2

(Z)-ethyl 3-(2-chloro-6-methylphenylamino)but-2-enoate

Conditions
ConditionsYield
With zinc trifluoromethanesulfonate In neat (no solvent) at 20℃; for 0.25h; stereoselective reaction;94%
With iron(III) trifluoromethanesulfonate In neat (no solvent) at 20℃; for 0.133333h; Green chemistry;93%
2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-chloro-6-methylbenzenediazonium tetrafluoroborate
85070-46-8

2-chloro-6-methylbenzenediazonium tetrafluoroborate

Conditions
ConditionsYield
With tetrafluoroboric acid; sodium nitrite In ethanol; water at 0℃;94%
3-oxo-propionic acid ethyl ester
34780-29-5

3-oxo-propionic acid ethyl ester

thiourea
17356-08-0

thiourea

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: 3-oxo-propionic acid ethyl ester With sodium methylate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 2-chloro-6-methylaniline In tetrahydrofuran for 0.75h; Reflux;
Stage #3: thiourea Solvent; Further stages;
92.31%
Stage #1: 3-oxo-propionic acid ethyl ester; 2-chloro-6-methylaniline With sodium methylate In tetrahydrofuran for 0.75h; Reflux;
Stage #2: With copper(ll) bromide In tetrahydrofuran for 1h; Reflux;
Stage #3: thiourea In tetrahydrofuran at 20 - 25℃; for 0.25h; Reagent/catalyst;
90.94%
3-oxo-propionic acid ethyl ester
34780-29-5

3-oxo-propionic acid ethyl ester

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

C10H9BrClNO2

C10H9BrClNO2

Conditions
ConditionsYield
Stage #1: 3-oxo-propionic acid ethyl ester With sodium methylate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 2-chloro-6-methylaniline In tetrahydrofuran for 1h; Reflux;
Stage #3: With copper(ll) bromide In tetrahydrofuran for 2h; Reagent/catalyst; Solvent; Reflux;
91.6%
Stage #1: 3-oxo-propionic acid ethyl ester With sodium methylate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 2-chloro-6-methylaniline In tetrahydrofuran for 1h; Reflux;
Stage #3: With copper(I) bromide In tetrahydrofuran for 2h; Reagent/catalyst; Solvent; Reflux;
91.6%
Stage #1: 3-oxo-propionic acid ethyl ester; 2-chloro-6-methylaniline With sodium methylate In tetrahydrofuran for 1h; Reflux;
Stage #2: With copper(I) bromide In tetrahydrofuran for 2h; Solvent; Reflux;
91.6%
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

1,8-dimethyl-9H-carbazole
6558-83-4

1,8-dimethyl-9H-carbazole

Conditions
ConditionsYield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 160℃; for 3h; microwave irradiation;91.5%
4-oxo-5-{[(trifluoromethyl)sulfonyl]oxy}-4H-pyran-2-carboxylic acid
1191276-41-1

4-oxo-5-{[(trifluoromethyl)sulfonyl]oxy}-4H-pyran-2-carboxylic acid

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

6-(2-chloro-6-methylphenylcarbamoyl)-4oxo-4H-pyran-3-yl trifluoromethanesulfonate
1191276-46-6

6-(2-chloro-6-methylphenylcarbamoyl)-4oxo-4H-pyran-3-yl trifluoromethanesulfonate

Conditions
ConditionsYield
With O-phenyl phosphorodichloridate; triethylamine In dichloromethane at 0℃; Inert atmosphere;90%
(Z)-but-2-ene-1,4-diyl dimethanesulfonate
1953-56-6, 70886-56-5, 2303-47-1

(Z)-but-2-ene-1,4-diyl dimethanesulfonate

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

1-(2-Chloro-6-methyl-phenyl)-2,5-dihydro-1H-pyrrole
127839-96-7

1-(2-Chloro-6-methyl-phenyl)-2,5-dihydro-1H-pyrrole

Conditions
ConditionsYield
In dichloromethane Ambient temperature;89%
para-bromotoluene
106-38-7

para-bromotoluene

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

N-(2'-chloro-6'-methylphenyl)-4-methylaniline
332903-62-5

N-(2'-chloro-6'-methylphenyl)-4-methylaniline

Conditions
ConditionsYield
With tri-tert-butyl phosphine; sodium t-butanolate; bis(dibenzylideneacetone)-palladium(0) In toluene at 60 - 90℃; Buchwald-Hartwig coupling;89%
carbon disulfide
75-15-0

carbon disulfide

allyl bromide
106-95-6

allyl bromide

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

S-allyl-N-(2-chloro-6-methylphenyl)dithiocarbamate
1273422-92-6

S-allyl-N-(2-chloro-6-methylphenyl)dithiocarbamate

Conditions
ConditionsYield
With tin(II) chloride dihdyrate at 20℃; neat (no solvent);89%
2-bromoanisole
578-57-4

2-bromoanisole

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

1-Methoxy-8-methyl-9H-carbazole
73910-81-3

1-Methoxy-8-methyl-9H-carbazole

Conditions
ConditionsYield
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 160℃; for 3h; microwave irradiation;88%
2-chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carboxylic acid
956388-76-4

2-chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carboxylic acid

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

2-chloro-N-(2-chloro-6-methylphenyl)-4-morpholinothieno[3,2-d]pyrimidine-6-carboxamide

2-chloro-N-(2-chloro-6-methylphenyl)-4-morpholinothieno[3,2-d]pyrimidine-6-carboxamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 80℃; for 0.5h;86.8%
2-chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde
885618-31-5

2-chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

1-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-(2-chloro-6-methylphenyl)methanimine

1-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-(2-chloro-6-methylphenyl)methanimine

Conditions
ConditionsYield
With acetic acid In ethanol at 80℃; for 3h;86.5%
benzoyl chloride
98-88-4

benzoyl chloride

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

N-(2-chloro-6-methylphenyl)benzamide
10286-86-9

N-(2-chloro-6-methylphenyl)benzamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 3h; Inert atmosphere;86%
With triethylamine In toluene Heating;70%
With triethylamine In dichloromethane at 20℃;52%
Schotten-Baumann reaction;
With triethylamine
Benzoyl isothiocyanate
532-55-8

Benzoyl isothiocyanate

2-chloro-6-methylaniline
87-63-8

2-chloro-6-methylaniline

1-Benzoyl-3-(2-chloro-6-methyl-phenyl)-thiourea
82635-64-1

1-Benzoyl-3-(2-chloro-6-methyl-phenyl)-thiourea

Conditions
ConditionsYield
In benzene86%
In acetone at 20℃; for 2h;

2-Chloro-6-methylaniline Chemical Properties

Molecular Structure of 2-Amino-3-chlorotoluene (CAS NO.87-63-8):

IUPAC Name: 2-chloro-6-methylaniline
CAS Number: 87-63-8
Molecular Formula: C7H8ClN
Molecular Weight: 141.61
EINECS: 201-759-2
Melting Point: 2°C
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 3.24 Å2
Index of Refraction: 1.585
Molar Refractivity: 40.2 cm3
Molar Volume: 119.9 cm3
Surface Tension: 42.7 dyne/cm
Density: 1.18 g/cm3
Flash Point: 98.9 °C
Enthalpy of Vaporization: 45.13 kJ/mol
Boiling Point: 215 °C at 760 mmHg
Vapour Pressure: 0.151 mmHg at 25°C
Water Solubility: Immiscible
BRN: 774624
Solubility: Immiscible
InChI
InChI=1/C7H8ClN/c1-5-3-2-4-6(8)7(5)9/h2-4H,9H2,1H3
Smiles
c1(c(cccc1Cl)C)N
Product Categories: benzene derivative; Anilines, Aromatic Amines and Nitro Compounds

2-Chloro-6-methylaniline Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 200mg/kg (200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Archiv fuer Hygiene und Bakteriologie. Vol. 110, Pg. 12, 1933.

2-Chloro-6-methylaniline Consensus Reports

Reported in EPA TSCA Inventory.

2-Chloro-6-methylaniline Safety Profile

Poison by subcutaneous route. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx and Cl.
Safety Information of  2-Amino-3-chlorotoluene (CAS NO.87-63-8):
Hazard Symbols:Xn 
Risk Codes: 36/37/38-20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 3429 6.1/PG 3
WGK Germany: 3
RTECS: XU5100000
HazardClass: 6.1
PackingGroup: III

2-Chloro-6-methylaniline Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

2-Chloro-6-methylaniline Specification

  2-Amino-3-chlorotoluene , with CAS number of 87-63-8, can be called 2-Chloro-6-methylaniline ; 2-Methyl-6-chloroaniline ; 6-Chloro-2-methylaniline ; 6-Chloro-2-toluidine ; 6-Chloro-o-toluidine . It is a clear yellow to red-brown liquid.  2-Amino-3-chlorotoluene (CAS NO.87-63-8) can be used as a medicine, pesticide, dye intermediate.
 

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