Benzene → 3-methyl-4-(trichloroacetamido)phenyl N-methylcarbamate

HRID 2072430Notes

Reaction equation

HRID 2072430 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.C(N(CC)CC)C.C1C=CC=CC=1.[Cl:27][C:28]([Cl:33])([Cl:32])[C:29](Cl)=[O:30]>O>[CH3:1][NH:2][C:3](=[O:13])[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:29](=[O:30])[C:28]([Cl:33])([Cl:32])[Cl:27])=[C:7]([CH3:12])[CH:6]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 6420Trichloroacetyl chlorideHCID 8471TriethylamineHCID 25072Aminomatacil

Product 1

HCID 214093343-methyl-4-(trichloroacetamido)phenyl N-methylcarbamate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a slurry of 3-methyl-4-aminophenyl N-methylcarbamate (1.8g., 0.01 mole), triethylamine (1.11g., 0.011 mole), and 25 ml. of benzene was added trichloroacetyl chloride (2.0g., 0.011 mole) dropwise. After refluxing for one hour, the reaction mixture was poured into water and the resulting solid product was filtered (3.05g., m.p. 185°-87° C.).

Workup

  1. temperatureAfter refluxing for one hour
  2. filtrationthe resulting solid product was filtered (3.05g., m.p. 185°-87° C.)

Sources & evidence

ORD record
ord-a7cd5996b78b4f96bd4479f3e7a24945
Source dataset
uspto-grants-1977_09
Patent number
US04051254

Reaction notes

Loading…