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2-Thiophenecarboxaldehyde → 2-(Dimethylamino)-2-(thiophen-2-yl)acetonitrile

HRID 236994
Notes
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Reaction equation

HRID 236994 reaction equation
Cl.[CH3:2][NH:3][CH3:4].[C-:5]#[N:6].[Na+].[S:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[CH:13]=O>O.CO>[CH3:2][N:3]([CH3:4])[CH:13]([C:9]1[S:8][CH:12]=[CH:11][CH:10]=1)[C:5]#[N:6]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 73642-ThiophenecarboxaldehydeHCID 8929Sodium CyanideHCID 10473Dimethylamine, hydrochloride

Product 1

HCID 107023332-(Dimethylamino)-2-(thiophen-2-yl)acetonitrile

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
30 °C

Procedure

A solution of 131.5 g. of dimethylamine hydrochloride in 200 ml of water was stirred and 59 g of sodium cyanide added. A solution of 112 g of 2-thiophenecarboxaldehyde in 100 ml of methanol was added from a dropping funnel while the temperature was kept below 30° C. The mixture was then maintained at 30° C. for 4 hours; it was then poured into 3 1. of water.

Workup

  1. customwas kept below 30° C
  2. additionit was then poured into 3 1

Sources & evidence

ORD record
ord-3439f2dd7a824451877a12bef8280552
Source dataset
uspto-grants-1979_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04159338

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes