Silane, (chloromethyl)trimethyl- → HCID 22750781, compound

HRID 2163659Notes

Reaction equation

HRID 2163659 reaction equation
[S:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1)[C:2]#N.[BH4-].[Na+].Cl[CH2:17][Si:18](C)([CH3:20])[CH3:19]>CC#N>[CH3:17][Si:18]([CH2:2][S:1][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1)([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 75361Silane, (chloromethyl)trimethyl-HCID 1046774-Amino-3-nitrophenyl thiocyanateHCID 4311764Sodium borohydride

Product 1

HCID 22750781HCID 22750781, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 1.95 g of 4-thiocyanato-2-nitroaniline in 40 ml of CH3CN blanketed by nitrogen there is added in portions 0.5 g of NaBH4. The stirring is continued for one hour. At this time the color of the reaction mixture changes from yellow to dark purple. 1.4 ml of chloromethyltrimethylsilane is added with a syringe and the mixture is refluxed overnight. The solvent is evaporated and the residue is exhaustively extracted with petroleum ether. Evaporation of the solvent yields 1.9 g of the title A compound as a red solid.

Workup

  1. temperaturethe mixture is refluxed overnight
  2. customThe solvent is evaporated
  3. extractionthe residue is exhaustively extracted with petroleum ether
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-969d52c8a3864d398b441e98f1df8cf1
Source dataset
uspto-grants-1979_01
Patent number
US04136174

Reaction notes

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