4-Chloro-3-(trifluoromethyl)aniline → Propanoic acid, 2-((((4-chloro-3-(trifluoromethyl)phenyl)amino)carbonyl)amino)-2-methyl-, methyl ester

HRID 647127Notes

Reaction equation

HRID 647127 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH3:13][O:14][C:15](=[O:22])[C:16]([N:19]=[C:20]=[O:21])([CH3:18])[CH3:17]>>[CH3:13][O:14][C:15](=[O:22])[C:16]([CH3:18])([CH3:17])[NH:19][C:20](=[O:21])[NH:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:7]=1

Participants

3

Reactant 2

HCID 675744-Chloro-3-(trifluoromethyl)anilineHCID 2769374Methyl 2-isocyanato-2-methylpropanoate

Product 1

HCID 3054076Propanoic acid, 2-((((4-chloro-3-(trifluoromethyl)phenyl)amino)carbonyl)amino)-2-methyl-, methyl ester

Procedure

9.75 g. of 5-amino-2-chlorobenzotrifluoride and 7.15 g. of 2-isocyanato-2-methylpropionic acid methyl ester are melted at 80° and the melt is kept at this temperature for 30 minutes. The product which has crystallized out during this process is recrystallized from isopropanol/methylene chloride and dried under greatly reduced pressure at 50° for 20 hours. N-[(3-trifluoromethyl-4-chlorophenyl)-carbamoyl]-2-methylalanine methyl ester, which melts at 141°-142° is obtained.

Workup

  1. customThe product which has crystallized out during this process
  2. customis recrystallized from isopropanol/methylene chloride
  3. customdried under greatly reduced pressure at 50° for 20 hours

Sources & evidence

ORD record
ord-511f36615ebc43968172600e63f64399
Source dataset
uspto-grants-1983_10
Patent number
US04407814

Reaction notes

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