Water → HCID 23345840, compound

HRID 1856095Notes

Reaction equation

HRID 1856095 reaction equation
[OH:1][N:2]([CH3:21])[C:3](=[O:20])[CH:4]([NH:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([CH3:16])=[CH:9][C:8]=1[N+:17]([O-:19])=[O:18])[CH3:5].CN1C=CN=C1.[CH3:28][O:29][C:30](Cl)=[O:31].O>C(Cl)Cl>[CH3:28][O:29][C:30]([O:1][N:2]([CH3:21])[C:3](=[O:20])[CH:4]([NH:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([CH3:16])=[CH:9][C:8]=1[N+:17]([O-:19])=[O:18])[CH3:5])=[O:31]

Participants

6

Reactant 4

HCID 962WaterHCID 13901-MethylimidazoleHCID 6586Methyl chloroformateHCID 20532869HCID 20532869, compound

Product 1

HCID 23345840HCID 23345840, compoundYield 35.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3 g of N-hydroxy-N-methyl-2-(4-methyl-2,6-dinitrophenylamino)propanamide and the product prepared from 0.8 g N-methylimidazole and 0.9 g of methoxycarbonylchloride were reacted as a stirred suspension in 30 ml of methylene chloride for 3 hours. The resulting mixture was poured into water. The methylene chloride layer was dried and evaporated to give 1.2 g (33% yield) of yellow solid product, m.p. 112°-113° C., (d,l) isomer form.

Workup

  1. dry with materialThe methylene chloride layer was dried
  2. customevaporated

Sources & evidence

ORD record
ord-3e4968226b9a4850812c476455023025
Source dataset
uspto-grants-1980_08
Patent number
US04218239

Reaction notes

Loading…