Ethanol → HCID 59547226, compound

HRID 1097233Notes

Reaction equation

HRID 1097233 reaction equation
[NH2:1][C:2]1[C:3]2[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=2[Se:5][C:6]=1[C:7]#[N:8].C([OH:15])C>[OH-].[Na+]>[NH2:1][C:2]1[C:3]2[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=2[Se:5][C:6]=1[C:7]([NH2:8])=[O:15]

Participants

4

Reactant 2

HCID 702EthanolHCID 59547214HCID 59547214, compound

Product 1

HCID 59547226HCID 59547226, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
7.5 °C

Procedure

To a suspension of 3-aminobenzo[b]selenophene-2-carbonitrile (5.0 g) in aqueous sodium hydroxide solution (100 mL, 10%) was added ethanol (60 mL) and the mixture refluxed for 1 h. Ethanol was distilled off under vacuum (appr. 25 mL) and the mixture was allowed to cool to 5-10° C. The separated crystals were filtered off, washed with cold water and dried to give the product as a off-white color solid (3 g, 60%), mp 180-182° C. 1H NMR (400 MHz, DMSO-d6): δ 7.99-8.01 (1H, m, H-7), 7.92-7.94 (1H, m, H-4), 7.40-7.42 (2H, m, H-5,6), 7.21 (2H, s, —CONH2), 6.97 (2H, s, —NH2); LC-MS (positive ion mode): m/z 261, 263 (M+Na)+.

Workup

  1. temperaturethe mixture refluxed for 1 h
  2. distillationEthanol was distilled off under vacuum (appr. 25 mL)
  3. filtrationThe separated crystals were filtered off
  4. washwashed with cold water
  5. customdried

Sources & evidence

ORD record
ord-5da908a53e644416a614d47aef84db46
Source dataset
uspto-grants-2012_03
Patent number
US08143237B2

Reaction notes

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