Ethanol → HCID 57025095, compound

HRID 2396686Notes

Reaction equation

HRID 2396686 reaction equation
Cl[C:2]1[C:3]2[S:12][CH:11]=[CH:10][C:4]=2[N:5]=[C:6]([S:8][CH3:9])[N:7]=1.C(O)C.O.[NH2:17][NH2:18].ClCCl>O>[NH:17]([C:2]1[C:3]2[S:12][CH:11]=[CH:10][C:4]=2[N:5]=[C:6]([S:8][CH3:9])[N:7]=1)[NH2:18]

Participants

6

Reactant 4

HCID 702EthanolHCID 6344DichloromethaneHCID 24654Hydrazine hydrate (1:1)HCID 14810074-Chloro-2-(methylthio)thieno[3,2-d]pyrimidine

Product 1

HCID 57025095HCID 57025095, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Chloro-2-methylthiothiopheno[3,2-d]pyrimidine (15.26 g, 70.4 mmol) was mixed with 400 mL of ethanol and then 7.2 mL (148 mmol) of hydrazine hydrate was added with stirring at ambient temperature and the mixture was allowed to stir overnight. The solid materials present were recovered by filtration and the filtrate was evaporated to dryness under reduced pressure to obtain additional solid material. All of the solids were combined and mixed vigorously with a mixture of 500 mL of dichloromethane and 500 mL of water for 6 hours. The solids present were recovered by filtration and dried to obtain 13.9 g of the title compound as a slightly yellow solid melting at 242°-244° C. The proton NMR spectrum was consistent with the assigned structure.

Workup

  1. stirringto stir overnight
  2. filtrationThe solid materials present were recovered by filtration
  3. customthe filtrate was evaporated to dryness under reduced pressure
  4. customto obtain additional solid material
  5. filtrationThe solids present were recovered by filtration
  6. customdried

Sources & evidence

ORD record
ord-14eacbc857a04b19bba5a11342760ece
Source dataset
uspto-grants-1996_02
Patent number
US05494887

Reaction notes

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