4-(Chloromethyl)-6-methoxypyrimidin-2-amine → 2-Amino-4-methoxy-6-dimethylthiocarbamoylthiomethyl-pyrimidine

HRID 1200223

Reaction equation

HRID 1200223 reaction equation
O.O.[Na+].[CH3:4][N:5]([CH3:9])[C:6](=[S:8])[S-:7].[NH2:10][C:11]1[N:16]=[C:15]([CH2:17]Cl)[CH:14]=[C:13]([O:19][CH3:20])[N:12]=1>C(O)C.O>[NH2:10][C:11]1[N:12]=[C:13]([O:19][CH3:20])[CH:14]=[C:15]([CH2:17][S:8][C:6](=[S:7])[N:5]([CH3:9])[CH3:4])[N:16]=1

Participants

5

Reactant 2

HCID 138848154-(Chloromethyl)-6-methoxypyrimidin-2-amineHCID 23693613Sodium dimethyldithiocarbamate dihydrate

Product 1

HCID 200708292-Amino-4-methoxy-6-dimethylthiocarbamoylthiomethyl-pyrimidine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

18.5 g of dimethyldithiocarbamic acid sodium salt dihydrate and 17.4 g of 2-amino-4-chloromethyl-6-methoxy-pyrimidine are refluxed in 100 ml of ethanol for 30 minutes. After the mixture has been cooled, it is diluted with about 1 liter of water, and the product which has precipitated is separated and dried. The yield is 23.0 g (89% of theory) of 2-amino-4-methoxy-6-dimethylthiocarbamoylthiomethyl-pyrimidine, m.p. 118°-120° C.

Workup

  1. temperatureAfter the mixture has been cooled
  2. customthe product which has precipitated
  3. customis separated
  4. customdried

Sources & evidence

ORD record
ord-59b9a875c81c4c5b9d6135f855b892bb
Source dataset
uspto-grants-1990_02
Patent number
US04904783

Linked notes

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