Triethylamine → HCID 21539424, compound

HRID 1076198Notes

Reaction equation

HRID 1076198 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:6]=1[C:7]#[N:8].[CH3:13][N:14]=[C:15]=[O:16].C(N(CC)CC)C>CN(C)C=O>[C:7]([C:6]1[C:5]([C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][S:3][C:2]=1[NH:1][C:15]([NH:14][CH3:13])=[O:16])#[N:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 5968662-Amino-4-(1,1-dimethylethyl)-3-thiophenecarbonitrile

Product 1

HCID 21539424HCID 21539424, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 4 g 2-amino-3-cyano-4-t-butylthiophene, 1.27 g methyl isocyanate and 3 ml triethylamine in 20 ml dimethylformamide was heated at 130°C. for 3 hours and then allowed to stand at about 25°C. overnight. The dimethylformamide was removed by distillation and the residue was crystallized from ether to give the product, as a tan solid, m.p. 212°-214°C. The infrared spectrum of the product showed cyano absorption at 4.6 microns. Sulfur analysis for the product is tabulated in Table I.

Workup

  1. customThe dimethylformamide was removed by distillation
  2. customthe residue was crystallized from ether
  3. customto give the product
  4. customcyano absorption at 4.6 microns

Sources & evidence

ORD record
ord-29fe9d9ff3f94f46a5d89010d05c1bce
Source dataset
uspto-grants-1976_05
Patent number
US03956315

Reaction notes

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