4-Diazo-4H-imidazole-5-carboxamide → HCID 178449900, compound

HRID 2071889Notes

Reaction equation

HRID 2071889 reaction equation
[CH2:1]([NH:5][C:6](=[NH:8])[CH3:7])[CH2:2][CH2:3][CH3:4].[N+:9](=[C:11]1[N:15]=[CH:14][N:13]=[C:12]1[C:16]([NH2:18])=[O:17])=[N-:10]>C(O)C>[CH2:1]([N:5]([C:6](=[NH:8])[CH3:7])[N:10]=[N:9][C:11]1[NH:15][CH:14]=[N:13][C:12]=1[C:16]([NH2:18])=[O:17])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 534265854-Diazo-4H-imidazole-5-carboxamideHCID 178449087HCID 178449087, compound

Product 1

HCID 178449900HCID 178449900, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.2 g. of N-butyl-acetamidine (Bp.: 76°-78° C./0.4 torr) are dissolved in 50 ml of anhydrous ethanol, whereafter 1.4 g. of 5-diazo-imidazole-4-carboxamide are added at 25° C. under stirring within 10 minutes. After 2.5 hours the orange-colored solution is clarified with activated characoal and evaporated in vacuo. 2.6 g. of a slowly crystallizing resin are obtained, which is twice crystallized from an ethanol-acetone mixture. Thus, a colorless, crystalline product, the 5-[3-n-butyl-3-(alpha-iminoethyl)-1-triazeno]-imidazole-4-carboxamide, melting at 191° C., is obtained (decomposition)

Workup

  1. waitAfter 2.5 hours the orange-colored solution is clarified with activated characoal
  2. customevaporated in vacuo
  3. customof a slowly crystallizing resin are obtained
  4. customwhich is twice crystallized from an ethanol-acetone mixture

Sources & evidence

ORD record
ord-7b7a1c6dc53c4518a54c5d58e87db2a6
Source dataset
uspto-grants-1977_09
Patent number
US04049639

Reaction notes

Loading…