Water → HCID 21562987, compound

HRID 1580559Notes

Reaction equation

HRID 1580559 reaction equation
[N+]([C:4]1[CH:16]=[CH:15][C:7]([C:8]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[O:9])=[CH:6][CH:5]=1)([O-])=O.[C-:17]#[N:18].[K+].[OH2:20]>CS(C)=O>[C:17]([C:5]1[CH:6]=[C:7]([CH:15]=[CH:16][C:4]=1[OH:20])[C:8]([C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)=[O:9])#[N:18]

Participants

5

Reactant 3

HCID 962WaterHCID 9032Potassium CyanideHCID 574240HCID 574240, compound

Product 1

HCID 21562987HCID 21562987, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2-p-Nitrobenzoylthiophene (2.33 g.) was allowed to react with potassium cyanide (3.9 g., 6 mols) in dimethyl sulphoxide (40 ml.) at 100°C for 31/2 hours. The solution was poured into water and the cloudiness removed with charcoal. The clear filtrate gave a precipitate on acidification; this was collected and crystallised from aqueous ethanol to give 2-(3-cyano-4-hydroxybenzoyl)thiophene, m.p. 216°C.

Workup

  1. customthe cloudiness removed with charcoal
  2. customThe clear filtrate gave a precipitate on acidification
  3. customthis was collected
  4. customcrystallised from aqueous ethanol

Sources & evidence

ORD record
ord-e7d824c79fff4ab6b513f939899aa3e1
Source dataset
uspto-grants-1976_01
Patent number
US03933807

Reaction notes

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