Dimethylformamide → HCID 20391933, compound

HRID 372365Notes

Reaction equation

HRID 372365 reaction equation
[Cl:1][C:2]1[C:9]([NH2:10])=[C:8]([Cl:11])[C:7]([NH2:12])=[CH:6][C:3]=1[C:4]#[N:5].CN(C)[CH:15]=[O:16].C(N(CC)CC)C.[C:25]([O:28][CH2:29][CH3:30])(=[O:27])C>>[NH2:10][C:9]1[C:8]([Cl:11])=[C:7]([NH:12][C:15](=[O:16])[C:25]([O:28][CH2:29][CH3:30])=[O:27])[CH:6]=[C:3]([C:4]#[N:5])[C:2]=1[Cl:1]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 20391937HCID 20391937, compound

Product 1

HCID 20391933HCID 20391933, compound

Procedure

A solution of 32.3 g. (0.16 mole) of 2,4-dichloro-3,5-diaminobenzonitrile in 100 ml. of dimethyl-formamide, 250 ml. of ethyl acetate and 38.4 g. (0.38 mole) of triethylamine is cooled to 0° in an ice bath. To the solution is added 51.87 g. (0.38 mole) of ethyl oxalyl chloride and the temperature is kept below 18°. The reaction mixture is stirred in the ice-bath for 1 hour and allowed to warm to room temperature overnight.

Workup

  1. additionTo the solution is added 51.87 g
  2. customis kept below 18°

Sources & evidence

ORD record
ord-b0557ee22048443e874a8a0e44b90912
Source dataset
uspto-grants-1978_05
Patent number
US04091011

Reaction notes

Loading…