Ethanol → HCID 86585161, compound

HRID 1280551Notes

Reaction equation

HRID 1280551 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[S:9])=[CH:6][N:5]=[C:4]([CH3:13])[N:3]=1.[CH3:14][NH2:15].C(O)C.O>ClCCl>[CH3:14][NH:15][C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[S:9])=[CH:6][N:5]=[C:4]([CH3:13])[N:3]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 962WaterHCID 6329MethylamineHCID 53249641Ethyl 4-chloro-2-methylthio-pyrimidine-5-carboxylate

Product 1

HCID 86585161HCID 86585161, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of ethyl 4-chloro-2-methylthiopyrimidine-5-carboxylate (20 g, 86 mmol) (Aldrich Chemical Co., Milwaukee, Wis., USA) in 250 mL of dichloromethane was cooled to 0° C. and treated slowly with a 33% solution of methylamine in ethanol (35 mL, 281 mmol). After stirring for 30 minutes, 150 mL of water were added and the phases were separated. The organic phase was dried over magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to give 19 g (97%) of ethyl 4-methylamino-2-methylthiopyrimidine-5-carboxylate as a white solid.

Workup

  1. customthe phases were separated
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-fb2a115f5fb44e33bc0493325684c8bd
Source dataset
uspto-grants-2002_09
Patent number
US06451804B1

Reaction notes

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