Diethyl (ethoxymethylene)malonate → HCID 13253359, compound

HRID 905307Notes

Reaction equation

HRID 905307 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:8])=[C:5]([CH3:7])[N:6]=1.C(O[CH:12]=[C:13]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15])C>C(O)C>[C:19]([C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][NH:1][C:2]1[S:3][C:4]([CH3:8])=[C:5]([CH3:7])[N:6]=1)([O:21][CH2:22][CH3:23])=[O:20]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 732382-Amino-4,5-dimethyl-1,3-thiazole

Product 1

HCID 13253359HCID 13253359, compoundYield 70.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Amino-4,5-dimethylthiazole (2.56 g., 20 mmoles), diethyl ethoxymethylenemalonate (4.8 g., 22 mmoles) and ethanol (5 ml.) were refluxed for 1 hour. The reaction mixture was cooled and the crude product precipitated with hexane. Purified 2-(2,2-dicarbethoxyethenylamino)-4,5-dimethylthiazole (4.21 g., m.p. 82°-83.5° C.) was obtained by recrystallization from hexane.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customthe crude product precipitated with hexane

Sources & evidence

ORD record
ord-762f90e542e74d4ba112233efbcb39f6
Source dataset
uspto-grants-1983_12
Patent number
US04423048

Reaction notes

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