Product Name

  • Name

    Dimethylcarbamoyl chloride

  • EINECS 201-208-6
  • CAS No. 79-44-7
  • Article Data59
  • CAS DataBase
  • Density 1.146 g/cm3
  • Solubility decomposes in water
  • Melting Point -33 °C
  • Formula C3H6ClNO
  • Boiling Point 166.8 °C at 760 mmHg
  • Molecular Weight 107.54
  • Flash Point 68.3 °C
  • Transport Information UN 2262 8/PG 2
  • Appearance colorless to yellow liquid
  • Safety 53-45-9
  • Risk Codes 45-22-23-36/37/38
  • Molecular Structure Molecular Structure of 79-44-7 (Dimethylcarbamoyl chloride)
  • Hazard Symbols ToxicT
  • Synonyms Carbamicchloride, dimethyl- (9CI);Carbamoyl chloride, dimethyl- (6CI,7CI,8CI);(Dimethylamino)carbonyl chloride;(N,N-Dimethylamino)carbonyl chloride;1-Chloro-N,N-dimethylformamide;Dimethylcarbamic acid chloride;Dimethylcarbamoyl chloride;Dimethylcarbamyl chloride;Dimethylchloroformamide;N,N-Dimethylcarbamic acid chloride;N,N-Dimethylcarbamidoyl chloride;N,N-Dimethylcarbamoyl chloride;N,N-Dimethylcarbamyl chloride;N,N-Dimethylchloroformamide;NSC 122671;N,N-dimethyl carbamyl chloride;
  • PSA 20.31000
  • LogP 0.90680

Synthetic route

phosgene
75-44-5

phosgene

dimethyl amine
124-40-3

dimethyl amine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
at 200℃; Temperature;96.2%
at 275℃;
With benzene at 0℃;
With toluene
In 1,4-dioxane at 0 - 20℃;
chloro(chlorosulfanyl)methanone
2757-23-5

chloro(chlorosulfanyl)methanone

dimethyl amine
124-40-3

dimethyl amine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
Stage #1: chloro(chlorosulfanyl)methanone; dimethyl amine In dichloromethane at 40℃; Inert atmosphere;
Stage #2: With chlorine In dichloromethane at 20℃;
88%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

dimethyl amine
124-40-3

dimethyl amine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
With sodium hydroxide for 0.0333333h; Neat (no solvent);88%
With sodium hydrogencarbonate In dichloromethane at -10℃;50.4%
With pyridine In dichloromethane at 0 - 5℃;
Thiram
137-26-8

Thiram

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
Stage #1: Thiram With chlorine In dichloromethane at 24 - 26℃; for 6.33333h; Cooling with ice;
Stage #2: With water; sodium hydrogencarbonate In dichloromethane Cooling with ice;
86.2%
Thiram
137-26-8

Thiram

A

N,N-Dimethylthiocarbamoyl chloride
16420-13-6

N,N-Dimethylthiocarbamoyl chloride

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride In benzene at 50℃; for 6h;A 83.2%
B 3.1%
With sulfuryl dichloride In benzene at 60℃; for 4h;A 83.2%
B 4.8%
N-Methoxy-N-chloro-N',N'-dimethylurea
88470-22-8

N-Methoxy-N-chloro-N',N'-dimethylurea

A

methyl N,N-dimethylcarbamate
7541-16-4

methyl N,N-dimethylcarbamate

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
In tetrachloromethane at 20℃; for 600h;A 63.3%
B 70%
dimethylchloroamine
1585-74-6

dimethylchloroamine

carbon monoxide
201230-82-2

carbon monoxide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
With 5%-palladium/activated carbon at 55℃; under 750.075 Torr; for 2h; Reagent/catalyst; Temperature;56%
ethyl N,N-dimethylcarbamate
687-48-9

ethyl N,N-dimethylcarbamate

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
With trichlorophosphate In acetonitrile for 3.5h; Heating;46.6%
diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium
227945-00-8

diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium

A

diethyl 2-amino-6-{[(N,N-dimethylamino)-carbonyloxy-carbamoyl]-methyl}-azulene-1,3-dicarboxylate

diethyl 2-amino-6-{[(N,N-dimethylamino)-carbonyloxy-carbamoyl]-methyl}-azulene-1,3-dicarboxylate

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamideA 17%
B n/a
phosgene
75-44-5

phosgene

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

trimethyl-amine; compound with phosgene

trimethyl-amine; compound with phosgene

A

methylene chloride
74-87-3

methylene chloride

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
at 17℃; Geschwindigkeit der Zersetzung;
phosgene
75-44-5

phosgene

dimethyl amine
124-40-3

dimethyl amine

benzene
71-43-2

benzene

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
je nach Bedingungen;
phosgene
75-44-5

phosgene

toluene
108-88-3

toluene

trimethylamine
75-50-3

trimethylamine

A

methylene chloride
74-87-3

methylene chloride

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
at 60 - 70℃;
phosgene
75-44-5

phosgene

trimethylamine
75-50-3

trimethylamine

A

methylene chloride
74-87-3

methylene chloride

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

C7H18ClN3O2P(1+)*Cl(1-)
64991-65-7

C7H18ClN3O2P(1+)*Cl(1-)

A

N,N,N',N'-Tetramethylphosphorodiamidic chloride
1605-65-8

N,N,N',N'-Tetramethylphosphorodiamidic chloride

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
In diethyl ether; dichloromethane Product distribution;
1,1,1,3,3,3-hexachloro-propan-2-one
116-16-5

1,1,1,3,3,3-hexachloro-propan-2-one

dimethyl amine
124-40-3

dimethyl amine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

dimethyl amine
124-40-3

dimethyl amine

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
In 1,4-dioxane at 55 - 60℃; for 4h;
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
With trichlorophosphate at 0℃; for 0.25h;
With thionyl chloride
With oxalyl dichloride In dichloromethane at 20℃; for 16.5h;
1-(benzyloxy)-2,4-pentanedione
75329-65-6

1-(benzyloxy)-2,4-pentanedione

3-imino-3-<<2-(diisopropylamino)ethyl>amino>propionate
75329-62-3

3-imino-3-<<2-(diisopropylamino)ethyl>amino>propionate

A

N,N-dimethyl-N'-<6-<(benzyloxy)methyl>-4-methyl-2-pyridyl>-N'-<2-(diisopropylamino)ethyl>urea
75329-70-3

N,N-dimethyl-N'-<6-<(benzyloxy)methyl>-4-methyl-2-pyridyl>-N'-<2-(diisopropylamino)ethyl>urea

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
With potassium hydroxide; copper Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
phosgene
75-44-5

phosgene

trimethylamine
75-50-3

trimethylamine

A

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

B

methyl chloride ; tetramethylammonium chloride

methyl chloride ; tetramethylammonium chloride

Conditions
ConditionsYield
With toluene at 60 - 70℃;
phosgene
75-44-5

phosgene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
In benzene
Methanesulfenyl chloride
5813-48-9

Methanesulfenyl chloride

S-methyl dimethylthiocarbamate
3013-02-3

S-methyl dimethylthiocarbamate

A

Dimethyldisulphide
624-92-0

Dimethyldisulphide

B

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
In hexane at 20℃; for 1h;
S-methyl dimethylthiocarbamate
3013-02-3

S-methyl dimethylthiocarbamate

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
With chlorine In hexane at 20 - 40℃;
dimethyl amine
124-40-3

dimethyl amine

pyridiniumchlorocarbonyl chloride

pyridiniumchlorocarbonyl chloride

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;
N,N-dimethylcarbamic acid
7260-94-8

N,N-dimethylcarbamic acid

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Conditions
ConditionsYield
With thionyl chloride for 3h; Reflux;
3-methyl-phenol
108-39-4

3-methyl-phenol

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

m-tolyl dimethylcarbamate
7305-07-9

m-tolyl dimethylcarbamate

Conditions
ConditionsYield
Stage #1: 3-methyl-phenol With sodium hydride In N,N-dimethyl-formamide at 20℃;
Stage #2: N,N-Dimethylcarbamoyl chloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
100%
Stage #1: 3-methyl-phenol With pyridine; potassium carbonate In acetonitrile for 0.333333h;
Stage #2: N,N-Dimethylcarbamoyl chloride In acetonitrile for 2h;
85%
With pyridine In benzene
C36H43FN2O4

C36H43FN2O4

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

C39H48FN3O5

C39H48FN3O5

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h;100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

6-cyanothieno<2,3-b>pyridine
86344-86-7

6-cyanothieno<2,3-b>pyridine

Conditions
ConditionsYield
In dichloromethane100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

thieno<2,3-b>pyridine 7-oxide
25557-50-0

thieno<2,3-b>pyridine 7-oxide

6-cyanothieno<2,3-b>pyridine
86344-86-7

6-cyanothieno<2,3-b>pyridine

Conditions
ConditionsYield
In dichloromethane100%
4-chloropyridine N-oxide
1121-76-2

4-chloropyridine N-oxide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

4-chloro-pyridine-2-carbonitrile
19235-89-3

4-chloro-pyridine-2-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In dichloromethane100%
With potassium carbonate In dichloromethane100%
4-chloropiridine-N-oxide

4-chloropiridine-N-oxide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

4-chloro-pyridine-2-carbonitrile
19235-89-3

4-chloro-pyridine-2-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In dichloromethane100%
4-methoxypiridine-N-oxide

4-methoxypiridine-N-oxide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

2-cyano-4-methoxylpyridine
36057-44-0

2-cyano-4-methoxylpyridine

Conditions
ConditionsYield
With potassium carbonate In dichloromethane100%
4-carbethoxypiperidine
1126-09-6

4-carbethoxypiperidine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

ethyl 1-(N,N-Dimethylcarbamoyl)-4-piperidinecarboxylate
333985-78-7

ethyl 1-(N,N-Dimethylcarbamoyl)-4-piperidinecarboxylate

Conditions
ConditionsYield
With triethylamine at 20℃;100%
2-(N,N-dimethylcarbamoylthio)-4-phenyl-imidazole
125306-18-5

2-(N,N-dimethylcarbamoylthio)-4-phenyl-imidazole

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

1-(N,N-dimethylcarbamoyl)-2-(N,N-dimethylcarbamoylthio)-4-phenylimidazole

1-(N,N-dimethylcarbamoyl)-2-(N,N-dimethylcarbamoylthio)-4-phenylimidazole

Conditions
ConditionsYield
In pyridine; chloroform; water100%
2,3-dimethylbenzenethiol
18800-51-6

2,3-dimethylbenzenethiol

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

dimethyl-thiocarbamic acid S-(2,3-dimethylphenyl) ester
935534-93-3

dimethyl-thiocarbamic acid S-(2,3-dimethylphenyl) ester

Conditions
ConditionsYield
Stage #1: 2,3-dimethylbenzenethiol; N,N-Dimethylcarbamoyl chloride With sodium hydride In tert-butyl methyl ether at 0 - 60℃; for 1.5h;
Stage #2: With hydrogenchloride In tert-butyl methyl ether; water
Stage #3: With sodium hydroxide In tert-butyl methyl ether; water Product distribution / selectivity;
100%
Stage #1: 2,3-dimethylbenzenethiol; N,N-Dimethylcarbamoyl chloride With potassium carbonate In tert-butyl methyl ether at 0 - 60℃; for 29h;
Stage #2: With hydrogenchloride In tert-butyl methyl ether; water at 0℃;
Stage #3: With sodium hydroxide In tert-butyl methyl ether; water Product distribution / selectivity;
100%
Niclosamide
50-65-7

Niclosamide

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

4-chloro-2-((2-chloro-4-nitrophenyl)carbamoyl)phenyl dimethylcarbamate
1187819-29-9

4-chloro-2-((2-chloro-4-nitrophenyl)carbamoyl)phenyl dimethylcarbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran Reflux;100%
With pyridine; dmap Reflux;
2-deuterio-4-methylphenol
115943-93-6

2-deuterio-4-methylphenol

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

2-deuterio-4-methylphenol carbamate

2-deuterio-4-methylphenol carbamate

Conditions
ConditionsYield
With triethylamine In chloroform at 0 - 20℃;100%
3,3-dimethyl-2-(3-methylamino-phenyl)-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester
1343454-50-1

3,3-dimethyl-2-(3-methylamino-phenyl)-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

3,3-dimethyl-2-[3-(trimethyl-ureido)-phenyl]-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester
1343454-51-2

3,3-dimethyl-2-[3-(trimethyl-ureido)-phenyl]-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 25℃; for 12h;100%
With pyridine In dichloromethane at 0 - 25℃; for 12h;
N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

ethylhydrazine carboxylate
4114-31-2

ethylhydrazine carboxylate

C6H13N3O3

C6H13N3O3

Conditions
ConditionsYield
With sodium hydroxide In ethyl acetate at 50℃; for 16h; Reagent/catalyst;100%
N-benzyloxycarbonyl-hydrazine
5331-43-1

N-benzyloxycarbonyl-hydrazine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

C11H15N3O3

C11H15N3O3

Conditions
ConditionsYield
With sodium hydroxide In ethyl acetate at 50℃; for 16h; Reagent/catalyst;100%
hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

C5H11N3O3

C5H11N3O3

Conditions
ConditionsYield
With sodium hydroxide In ethyl acetate at 50℃; for 16h; Reagent/catalyst;100%
N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

methyl 2-bromo-6-hydroxy-4-methoxybenzoate
460348-08-7

methyl 2-bromo-6-hydroxy-4-methoxybenzoate

methyl 2-bromo-6-(dimethylcarbamoyloxy)-4-methoxybenzoate

methyl 2-bromo-6-(dimethylcarbamoyloxy)-4-methoxybenzoate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 0.5h;100%
(3R,4R)-3-amino-4-methylpiperidine-1-carboxylic acid tert-butyl ester

(3R,4R)-3-amino-4-methylpiperidine-1-carboxylic acid tert-butyl ester

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

(3R,4R)-tert-butyl 3-(3,3-dimethylureido)-4-methylpiperidine-1-carboxylate

(3R,4R)-tert-butyl 3-(3,3-dimethylureido)-4-methylpiperidine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;100%
tert-butyl 1,4-diazepine-1-carboxylate
112275-50-0

tert-butyl 1,4-diazepine-1-carboxylate

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

tert-butyl 4-(dimethylcarbamoyl)-1,4-diazepane-1-carboxylate

tert-butyl 4-(dimethylcarbamoyl)-1,4-diazepane-1-carboxylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 2h;100%
N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

(±)-3-(dimethylamino)-N,N-dimethylpyrrolidine-1-carboxamide

(±)-3-(dimethylamino)-N,N-dimethylpyrrolidine-1-carboxamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 2h;100%
4-n-Propylphenol
645-56-7

4-n-Propylphenol

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

4-propylphenyl dimethylcarbamate
92310-68-4

4-propylphenyl dimethylcarbamate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 8h; Sealed tube; Reflux;100%
1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl]piperazine

1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl]piperazine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl]-4-(N,N-dimethylcarbamoyl)piperazine

1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl]-4-(N,N-dimethylcarbamoyl)piperazine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 8h;100%
N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

methyl salicylate
119-36-8

methyl salicylate

methyl 2-((dimethylcarbamoyl)oxy)benzoate
22001-35-0

methyl 2-((dimethylcarbamoyl)oxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 60℃; for 18h;100%
(-)-meptazinol
94666-16-7

(-)-meptazinol

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

(S)-3-(3-ethyl-1-methylazepan-3-yl)phenyl dimethylcarbamate

(S)-3-(3-ethyl-1-methylazepan-3-yl)phenyl dimethylcarbamate

Conditions
ConditionsYield
Stage #1: (-)-meptazinol With sodium hydride In tetrahydrofuran for 0.5h;
Stage #2: N,N-Dimethylcarbamoyl chloride In tetrahydrofuran at 0 - 20℃; for 2h;
100%
2,4-dichloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine hydrochloride

2,4-dichloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine hydrochloride

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

2,4-dichloro-N,N-dimethyl-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxamide

2,4-dichloro-N,N-dimethyl-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxamide

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine hydrochloride With triethylamine In dichloromethane
Stage #2: N,N-Dimethylcarbamoyl chloride In dichloromethane
100%
C20H29NO2

C20H29NO2

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

C23H34N2O3

C23H34N2O3

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane for 24h; Reflux;100%
3-Hydroxybenzyl alcohol
620-24-6

3-Hydroxybenzyl alcohol

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

C10H13NO3

C10H13NO3

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 12h;99.8%
trimethylsilyl isocyanate
1118-02-1

trimethylsilyl isocyanate

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

dimethylcarbamoyl isocyanate
40797-41-9

dimethylcarbamoyl isocyanate

Conditions
ConditionsYield
With tin(IV) chloride at 100 - 120℃; for 5h;A 99%
B 90%
6-hydroxy-2H-naphtho<1,8-b,c>furan-2-one
5656-88-2

6-hydroxy-2H-naphtho<1,8-b,c>furan-2-one

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

Dimethyl-carbamic acid 2-oxo-2H-naphtho[1,8-bc]furan-6-yl ester
130977-25-2

Dimethyl-carbamic acid 2-oxo-2H-naphtho[1,8-bc]furan-6-yl ester

Conditions
ConditionsYield
With pyridine for 16h; Heating;99%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

(R)-1,1-dimethyl-3-(1-phenylethyl)urea

(R)-1,1-dimethyl-3-(1-phenylethyl)urea

Conditions
ConditionsYield
With sodium carbonate In dichloromethane for 60h; Ambient temperature;99%

Dimethylcarbamoyl chloride Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 199.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 12 , 1976,p. 77.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 12 , 1976,p. 77.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.

Dimethylcarbamoyl chloride Standards and Recommendations

ACGIH TLV: Suspected Human Carcinogen
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
DOT Classification:  8; Label: Corrosive

Dimethylcarbamoyl chloride Specification

The IUPAC name of this chemical is N,N-dimethylcarbamoyl chloride. With the CAS registry number 79-44-7, it is also named as Chloroformic acid dimethylamide. The product's categories are Pharmaceutical Intermediates; Protection & Derivatization Reagents (for Synthesis); Synthetic Organic Chemistry. It is a colorless to yellow liquid with a pungent odor. And it is soluble in ether, carbon disulfide, benzene and other organic solvents. Additionally, Dimethylcarbamoyl chloride reacts with water or moisture in the air to form hydrochloric acid and dimethylcarbamic acid. Moreover, it should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.24; (4)ACD/LogD (pH 7.4): 0.24; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 32.23; (8)ACD/KOC (pH 7.4): 32.23; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0 ; (12)Index of Refraction: 1.436; (13)Molar Refractivity: 24.54 cm3; (14)Molar Volume: 93.8 cm3; (15)Polarizability: 9.73×10-24 cm3; (16)Surface Tension: 30.6 dyne/cm; (17)Enthalpy of Vaporization: 40.32 kJ/mol; (18)Vapour Pressure: 1.76 mmHg at 25°C; (19)Exact Mass: 107.013792; (20)MonoIsotopic Mass: 107.013792; (21)Topological Polar Surface Area: 20.3; (22)Heavy Atom Count: 6; (23)Complexity: 61.8.

Preparation of Dimethylcarbamoyl chloride: The formyl chlorination of dimethylamine and phosgene to get crude Dimethylchloroformamide. Then we can get the product by deacidification. Reaction equation: (CH3)2NH+COCl2→(CH3)2NCOCl + HCl

Uses of Dimethylcarbamoyl chloride: It is used in the production of medicine, pesticide, dyes, plastics, synthetic materials, and other fine organic chemical products, such as for the production of Neostigmine bromide and Neostigmine methyl sulfate. And it also can react with pyridin-3-ol to get dimethyl-carbamic acid-[3]pyridyl ester. This reaction needs reagent pyridine.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and irritating to eyes, respiratory system and skin. In addition, this chemical may cause cancer. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Avoid exposure - obtain special instructions before use. 

People can use the following data to convert to the molecule structure.
1. SMILES:ClC(=O)N(C)C
2. InChI:InChI=1/C3H6ClNO/c1-5(2)3(4)6/h1-2H3
3. InChIKey:YIIMEMSDCNDGTB-UHFFFAOYAG

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LCLo inhalation 1000mg/m3/10M (1000mg/m3)   National Defense Research Committee, Office of Scientific Research and Development, Progress Report.Vol. NDCrc-132, Pg. OCT1942,
mouse LD50 intraperitoneal 300mg/kg (300mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. Vol. 24, Pg. 71, 1974.
 
rat LC50 inhalation 180ppm/6H (180ppm)   Journal of Environmental Pathology and Toxicology. Vol. 4(1), Pg. 107, 1980.
rat LD50 oral 1gm/kg (1000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. Vol. 24, Pg. 71, 1974.
 

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