Dimethylformamide dimethyl acetal → (3E)-1-(3-bromophenyl)-3-(dimethylaminomethylidene)thiourea

HRID 1894184Notes

Reaction equation

HRID 1894184 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH2:11])=[S:10])[CH:5]=[CH:6][CH:7]=1.CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>CCOCC>[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](/[N:11]=[CH:14]/[N:15]([CH3:17])[CH3:16])=[S:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 27356191-(3-bromophenyl)thiourea

Product 1

HCID 58930371(3E)-1-(3-bromophenyl)-3-(dimethylaminomethylidene)thiourea

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
100 °C

Procedure

(3-Bromophenyl)thiourea (2.1 g, 9.1 mmol) was suspended in N,N-dimethylformamide dimethyl acetal and was heated to 100° C. for 2 d. The cooled mixture was diluted with ether and filtered and the solid washed with ether to give the title compound (2.42 g).

Workup

  1. filtrationfiltered
  2. washthe solid washed with ether

Sources & evidence

ORD record
ord-6a3488b0d32d424b9a0bff0e440f677e
Source dataset
uspto-grants-2013_08
Patent number
US08513276B2

Reaction notes

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