Triethylamine → HCID 21250745, compound

HRID 1461295Notes

Reaction equation

HRID 1461295 reaction equation
[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](Cl)=[O:8])[CH2:2][CH3:3].[NH2:14][C:15]1[S:16][CH:17]=[CH:18][C:19]=1[C:20]([NH2:22])=[O:21].C(N(CC)CC)C>C(#N)C>[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([NH:14][C:15]1[S:16][CH:17]=[CH:18][C:19]=1[C:20]([NH2:22])=[O:21])=[O:8])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 6994952-Aminothiophene-3-carboxamideHCID 159219132-Propoxybenzoyl chloride

Product 1

HCID 21250745HCID 21250745, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 2-propoxybenzoyl chloride (0.99 g) in acetonitrile (7.5 ml) was added dropwise over 5 minutes to a cooled (0° C.), stirred mixture of 2-aminothiophene-3-carboxamide (0.71 g) and triethylamine (0.51 g) in acetonitrile (7.5 ml). The reaction mixture was stirred for one hour while being allowed to warm to ambient temperature and was then allowed to stand overnight. Acetonitrile was removed under reduced pressure and the residue was washed with water and recrystallised from ethanol-water to afford 2-(2-propoxybenzamido)thiophene-3-carboxamide, 0.91 g, m.p. 176.5°-178.5° C.

Workup

  1. stirringThe reaction mixture was stirred for one hour
  2. temperatureto warm to ambient temperature
  3. customAcetonitrile was removed under reduced pressure
  4. washthe residue was washed with water
  5. customrecrystallised from ethanol-water

Sources & evidence

ORD record
ord-1c4b8c7229874aae8bbd195d4b9d8570
Source dataset
uspto-grants-1991_12
Patent number
US05075310

Reaction notes

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