Benzyl mercaptan → HCID 1488167, compound

HRID 469880Notes

Reaction equation

HRID 469880 reaction equation
[CH2:1]([SH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[NH2:11][C:12]1[N:17]=[C:16](Cl)[CH:15]=[C:14]([Cl:19])[N:13]=1>C1COCC1.C(Cl)Cl>[CH2:1]([S:8][C:16]1[CH:15]=[C:14]([Cl:19])[N:13]=[C:12]([NH2:11])[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 7509Benzyl mercaptanHCID 24758Sodium hydrideHCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 1488167HCID 1488167, compoundYield 39.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

Benzylmercaptan (0.14 g, 1.11 mmol) was treated with NaH (60% in mineral oil, 67 mg, 1.66 mmol) in dry THF (15 ml) for 30 minutes. 2-Amino-4,6-dichloropyrimidine (0.2 g, 1.22 mmol) was added and the mixture was stirred overnight. The mixture was diluted with methylenechloride, washed with water, then brine, dried over MgSO4, and concentrated to give 0.11 g of 4-(benzylthio)-6-chloropyrimidin-2-amine.

Workup

  1. washwashed with water
  2. dry with materialbrine, dried over MgSO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-39a15e4229274dfd9228e222b41848eb
Source dataset
uspto-grants-2014_01
Patent number
US08629156B2

Reaction notes

Loading…