Ethanol → 3-Amino-5-phenylthiophene-2-carboxamide

HRID 2380812Notes

Reaction equation

HRID 2380812 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[S:4][C:3]=1[C:13]#[N:14].C([OH:17])C>[OH-].[Na+]>[NH2:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[S:4][C:3]=1[C:13]([NH2:14])=[O:17]

Participants

4

Reactant 2

HCID 702EthanolHCID 155703183-Amino-5-phenylthiophene-2-carbonitrile

Product 1

HCID 27565343-Amino-5-phenylthiophene-2-carboxamideYield 45%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

To a suspension of 3-amino-5-phenylthiophene-2-carbonitrile (150 mg) in aqueous sodium hydroxide solution (20 mL, 10%) was added ethanol (10 mL) and the mixture was refluxed for 1 h. The reaction mixture was allowed to attain rt and the crystals separated were filtered off, washed with cold water and dried to give the product as a golden yellow color solid (70 mg, 45%), mp 180-182° C.

Workup

  1. temperaturethe mixture was refluxed for 1 h
  2. customto attain rt
  3. customthe crystals separated
  4. filtrationwere filtered off
  5. washwashed with cold water
  6. customdried

Sources & evidence

ORD record
ord-cdabac120f794bbba52b762c55deb2a7
Source dataset
uspto-grants-2012_09
Patent number
US08258119B2

Reaction notes

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