Ethanethiol → HCID 54553130, compound

HRID 1578855Notes

Reaction equation

HRID 1578855 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[N:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[OH-].[Na+].[CH2:15]([SH:17])[CH3:16]>CC(C)=O.O>[Cl:1][C:2]1[N:3]=[C:4]([S:17][CH2:15][CH3:16])[C:5]2[N:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

6

Reactant 3

HCID 6343EthanethiolHCID 14798Sodium HydroxideHCID 119580532,4-DICHLOROPYRIDO[3,2-D]PYRIMIDINE

Product 1

HCID 54553130HCID 54553130, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

A suspension of 15 gm (0.075 mol) of 2,4-dichloropyrido[3,2-d]pyrimidine in 100 ml of acetone at -40°C was admixed with a solution of 3.2 gm (0.08 mol) of sodium hydroxide and 4.9 gm (5.8 ml) of ethylmercaptan in 25 ml of water, and the mixture was stirred for two hours at room temperature. Thereafter, 200 ml of water were added to the reaction mixture, and the precipitate formed thereby was collected and recrystallized from petroleum ether, yielding 11.0 gm (65% of theory) of 2-chloro-4-ethylmercapto-pyrido[3,2-d]pyrimidine, m.p. 101°-103°C.

Workup

  1. customthe precipitate formed
  2. customthereby was collected
  3. customrecrystallized from petroleum ether

Sources & evidence

ORD record
ord-a75d9329604c4255b2c6c06a9e159a1c
Source dataset
uspto-grants-1976_02
Patent number
US03939268

Reaction notes

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