Dimethylformamide → HCID 70604997, compound

HRID 2163670Notes

Reaction equation

HRID 2163670 reaction equation
[N+:1]([C:4]1[O:19][C:7]([CH:8]=[C:9]2[N:13]=[C:12]3[CH:14]=[CH:15][CH:16]=[C:17]([NH2:18])[C:11]3=[N:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH:20]1(N=C=O)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.C[N:30](C)[CH:31]=[O:32]>CC(CC)=O>[CH:20]1([N:13]2[C:12]3[CH:14]=[CH:15][C:16]([C:31](=[O:32])[NH2:30])=[C:17]([NH2:18])[C:11]=3[NH:10][C:9]2=[CH:8][C:7]2[O:19][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 18502Cyclohexyl isocyanateHCID 70604281HCID 70604281, compound

Product 1

HCID 70604997HCID 70604997, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
0 °C

Procedure

25.1 g (0.1 mole) 2-(5-nitro-furfurylidene)-amino-benzimidazole are stirred in a mixture of 80 ml of dimethylformamide and 120 ml of methyl-ethyl-ketone, whereupon 12.6 g (0.1 mole) cyclohexylisocyanate are added. The reaction mixture is stirred for 6 hours at 40° C. to 45° C., whereupon next day it is cooled to 0° C., filtered off, washed with 20 ml of methyl-ethyl-ketone and dried in vacuo at 40° C. to 60° C. Thus 23 g of 1-cyclohexyl-carbamoyl-2-(5-nitro-furfurylidene)-amino-benzimidazole are obtained. Mp.: 198°-200° C.

Workup

  1. additionare added
  2. filtrationfiltered off
  3. washwashed with 20 ml of methyl-ethyl-ketone
  4. customdried in vacuo at 40° C. to 60° C

Sources & evidence

ORD record
ord-7c869919d3a4427cb90be8fd2d3dfc5a
Source dataset
uspto-grants-1979_01
Patent number
US04136189

Reaction notes

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