Methane → HCID 178449901, compound

HRID 2071890Notes

Reaction equation

HRID 2071890 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]=[N:14][N:13]=[C:12]1[C:16]([NH2:18])=[O:17])=[N-:10].C>C(O)C>[CH2:1]([N:5]([C:6](=[NH:8])[CH3:7])[N:10]=[N:9][C:11]1[NH:15][N:14]=[N:13][C:12]=1[C:16]([NH2:18])=[O:17])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 297MethaneHCID 54301235Amino(5-diazonio-4H-1,2,3-triazol-4-ylidene)methanolateHCID 178449087HCID 178449087, compound

Product 1

HCID 178449901HCID 178449901, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.7 g. of N-butyl-acetamidine are dissolved in 300 ml of anhydrous ethanol, whereupon 7 g. of 5-diazo-1,2,3-triazole-4-carboxamide are added at 25° C. within half an hour. After 3 hours the solution is clarified with activated charcoal and evaporated in vacuo. The residual thick oil is admixed with 40 ml of anhydrous ethylacetate and the crude product (9.7 g. melting at 150° C. decomposition) is recrystallized from a mixture of 110 ml of acetone and 40 ml of anhydrous ethanol. Thus 6.1 g. of 5-[3-n-butyl-3-(alpha-iminoethyl)-1-triazeno]-1,2,3-triazole-4-carboxamide melting at 159°-160° C. (decomposition) are obtained.

Workup

  1. customevaporated in vacuo
  2. customthe crude product (9.7 g. melting at 150° C. decomposition) is recrystallized from a mixture of 110 ml of acetone and 40 ml of anhydrous ethanol

Sources & evidence

ORD record
ord-8de3f4085d3f46a4885e2c7d04e01d28
Source dataset
uspto-grants-1977_09
Patent number
US04049639

Reaction notes

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