Sodium Hydroxide → 5-Ethyl-2-(2-nitroanilino)thiophene-3-carboxylic acid

HRID 427034Notes

Reaction equation

HRID 427034 reaction equation
[CH2:1]([C:3]1[S:7][C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-:17])=[O:16])=[C:5]([C:18]([O:20]CC)=[O:19])[CH:4]=1)[CH3:2].[OH-].[Na+]>C(O)C.O>[CH2:1]([C:3]1[S:7][C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-:17])=[O:16])=[C:5]([C:18]([OH:20])=[O:19])[CH:4]=1)[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 12442327Ethyl 5-ethyl-2-(2-nitroanilino)-thiophene-3-carboxylate

Product 1

HCID 124389605-Ethyl-2-(2-nitroanilino)thiophene-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

Ethyl 5-ethyl-2-(2-nitroanilino)-thiophene-3-carboxylate (6.0 g) dissolved in ethanol (100 ml) and water (50 ml) and heated to 60° C. with stirring. Sodium hydroxide (5 N, 50 ml) was then added and the temperature maintained for 16 hours. The reaction mixture was cooled and diluted with water (500 ml), and solid title product filtered off, m.p. 189°-191° C. (EtOAc).

Workup

  1. temperaturethe temperature maintained for 16 hours
  2. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-af7f29731a024c599811bbb25d66b2d2
Source dataset
uspto-grants-1979_10
Patent number
US04172831

Reaction notes

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