Triethylamine → HCID 21250745, compound

HRID 1532074Notes

Reaction equation

HRID 1532074 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-85872a020bf54eb1a23a7b41e1d7f541
Source dataset
uspto-grants-2001_03
Patent number
US06200980B1

Reaction notes

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