Dimethylformamide → Methyl 4-phenylthiazolylcyanoacetate

HRID 1758126Notes

Reaction equation

HRID 1758126 reaction equation
[CH2:1]([S:10][C:11]#[N:12])[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=O.CN(C=O)C.C(N(CC)CC)C.[C:25]([CH2:27][C:28]([O:30][CH3:31])=[O:29])#[N:26]>C(O)(=O)C.O>[C:4]1([C:2]2[N:12]=[C:11]([CH:27]([C:25]#[N:26])[C:28]([O:30][CH3:31])=[O:29])[S:10][CH:1]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

7

Reactant 4

HCID 6228DimethylformamideHCID 7747Methyl cyanoacetateHCID 8471TriethylamineHCID 219693Phenacyl thiocyanate

Product 1

HCID 20510873Methyl 4-phenylthiazolylcyanoacetate

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

90 parts of phenacyl thiocyanate are introduced into a mixture of 150 parts of DMF, 150 parts of triethylamine and 50 parts of methyl cyanoacetate. The mixture is then stirred for 4 hours at room temperature, after which it is introduced into water and the batch is acidified with acetic acid. The product which precipitates is filtered off and dried in an oven.

Workup

  1. customThe product which precipitates
  2. filtrationis filtered off
  3. customdried in an oven

Sources & evidence

ORD record
ord-3f94c4b018504dd88e8ccd7a2d6cdbc3
Source dataset
uspto-grants-1983_02
Patent number
US04371734

Reaction notes

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