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

HRID 1097221Notes

Reaction equation

HRID 1097221 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)[Se: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)[Se:4][C:3]=1[C:13]([NH2:14])=[O:17]

Participants

4

Reactant 2

HCID 702EthanolHCID 866468883-Amino-5-phenylselenophene-2-carbonitrile

Product 1

HCID 866468873-Amino-5-phenylselenophene-2-carboxamideYield 67%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

To a suspension of 3-amino-5-phenylselenophene-2-carbonitrile (4.0 g) in aqueous sodium hydroxide solution (120 mL, 10%) was added ethanol (50 mL) and the mixture refluxed for 45 min. The mixture was allowed to rt and the crystals separated were filtered off, washed with cold water and dried to give the product as golden yellow color solid (2.8 g, 67%), mp 184-186° C. 1H NMR (400 MHz, CDCl3): δ 7.50-7.53 (2H, m, Ar—H), 7.36-7.38 (3H, m, Ar—H), 7.04 (1H, s, H-4), 5.84 (2H, br s, —CONH2), 5.12 (2H, br s, —NH2).

Workup

  1. temperaturethe mixture refluxed for 45 min
  2. customwas allowed to rt
  3. customthe crystals separated
  4. filtrationwere filtered off
  5. washwashed with cold water
  6. customdried

Sources & evidence

ORD record
ord-9cb451e22a274ff2879b31780753d8a2
Source dataset
uspto-grants-2012_03
Patent number
US08143237B2

Reaction notes

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