Triethylamine → Acetamide, 2-chloro-2,2-difluoro-N-(2-methyl-4-(((methylamino)carbonyl)oxy)phenyl)-

HRID 2072433Notes

Reaction equation

HRID 2072433 reaction equation
[CH3:1][NH:2][C:3](=[O:13])[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[C:7]([CH3:12])[CH:6]=1.[Cl:14][C:15]([F:20])([F:19])[C:16](Cl)=[O:17].C(N(CC)CC)C>C1C=CC=CC=1>[CH3:1][NH:2][C:3](=[O:13])[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:16](=[O:17])[C:15]([Cl:14])([F:20])[F:19])=[C:7]([CH3:12])[CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 25072AminomatacilHCID 67713Chlorodifluoroacetyl chloride

Product 1

HCID 3049451Acetamide, 2-chloro-2,2-difluoro-N-(2-methyl-4-(((methylamino)carbonyl)oxy)phenyl)-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

According to general procedures outlined above, 3-methyl-4-aminophenyl N-methylcarbamate (2.3g., 0.0128 mole) was reacted with chlorodifluoroacetyl chloride (2.1g., 0.014 mole) in the presence of triethylamine (1.4g., 0.014 mole) and benzene. The product was a light tan solid (1.6g., m.p. 156°-58.5° C.).

Sources & evidence

ORD record
ord-0d46871eb8834712b48386bc176420fe
Source dataset
uspto-grants-1977_09
Patent number
US04051254

Reaction notes

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