Benzyl mercaptan → HCID 1488167, compound

HRID 559112Notes

Reaction equation

HRID 559112 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-0940011194194ccc8270ad4fcc5f0528
Source dataset
uspto-grants-2011_11
Patent number
US08063057B2

Reaction notes

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