Sodium methanethiolate → HCID 178503672, compound

HRID 1458657Notes

Reaction equation

HRID 1458657 reaction equation
[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12]2[C:17]([Cl:18])=[C:16]([CH:19](Cl)[CH3:20])[N:15]=[CH:14][N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[CH3:22][S-:23].[Na+]>CO>[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12]2[C:17]([Cl:18])=[C:16]([CH:19]([S:23][CH3:22])[CH3:20])[N:15]=[CH:14][N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 178456122HCID 178456122, compound

Product 1

HCID 178503672HCID 178503672, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

19.8 g (60 mmol) of 4-(cis-4-tert-butylcyclohexylamino)-5-chloro-6-(1-chloroethyl)pyrimidine and 4.2 g (60 mmol) of sodium methanethiolate were heated at reflux in 100 ml of methanol for 6 hours. The mixture was concentrated and the residue was taken up in water/toluene. The organic phase was dried and concentrated, to give 17.7 g (85% of theory) of a colorless resin which was subsequently reacted without further purification.

Workup

  1. concentrationThe mixture was concentrated
  2. customThe organic phase was dried
  3. concentrationconcentrated
  4. customto give 17.7 g (85% of theory) of a colorless resin which
  5. customwas subsequently reacted without further purification

Sources & evidence

ORD record
ord-cec13940ca034214918dcd0b4d4855e8
Source dataset
uspto-grants-1998_12
Patent number
US05852023

Reaction notes

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