Methanethiol → HCID 53970651, compound

HRID 2082638Notes

Reaction equation

HRID 2082638 reaction equation
[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([NH:10][CH:11]2[CH2:13][CH2:12]2)[CH:7]=[C:6](Cl)[N:5]=1)[CH3:2].C[O-].[Na+].[CH3:18][SH:19]>CO.C(Cl)Cl>[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([NH:10][CH:11]2[CH2:13][CH2:12]2)[CH:7]=[C:6]([S:19][CH3:18])[N:5]=1)[CH3:2]

Participants

6

Reactant 3

HCID 878MethanethiolHCID 10942334Sodium MethoxideHCID 20359979HCID 20359979, compound

Product 1

HCID 53970651HCID 53970651, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

31.8 g (0.15 mol) of 2-ethylamino-4-cyclopropylamino-6-chloropyrimidine and 30.6 g of 30 percent strength methanolic sodium methylate solution (0.17 mol) in 25 g of methanol are first introduced into a bomb tube. 8.6 g of gaseous methylmercaptan (0.18 mol) are passed in, whilst cooling. The bomb tube is sealed and is heated to 100° for 24 hours. When the contents of the tube have cooled they are concentrated on a rotary evaporator to give an oil, the latter is taken up in methylene chloride and the solution is extracted with water. After drying over sodium sulphate, filtering and evaporating, the methylene chloride solution gives a yellow oil which crystallises slowly. When recrystallised from methanol-water, 27.3 g of colourless crystals of melting point 75°-6° are obtained.

Workup

  1. temperaturewhilst cooling
  2. customThe bomb tube is sealed
  3. temperatureis heated to 100° for 24 hours
  4. temperatureWhen the contents of the tube have cooled they
  5. concentrationare concentrated on a rotary evaporator
  6. customto give an oil
  7. extractionthe solution is extracted with water
  8. dry with materialAfter drying over sodium sulphate
  9. filtrationfiltering
  10. customevaporating
  11. customthe methylene chloride solution gives a yellow oil which
  12. customcrystallises slowly
  13. customWhen recrystallised from methanol-water, 27.3 g of colourless crystals of melting point 75°-6°
  14. customare obtained

Sources & evidence

ORD record
ord-d8812ff9af9846dc9baecfa0602805a3
Source dataset
uspto-grants-1978_04
Patent number
US04082535

Reaction notes

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