Methanol → HCID 20296025, compound

HRID 1389937Notes

Reaction equation

HRID 1389937 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9](=[N:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19])[C:10]#[N:11].CO.[BH4-].[Na+]>O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH:9]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19])[C:10]#[N:11]

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 20296005HCID 20296005, compound

Product 1

HCID 20296025HCID 20296025, compoundYield 82.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 2.9 parts of 2,6-dichloro-α-[(2-methylphenyl)imino]benzeneacetonitrile in 50 parts of methanol are added portionwise 0.2 parts of sodium borohydride. Upon completion the mixture is stirred during 0.5 hours and 100 parts of water are added. The precipitated produce is filtered off and recrystallized from 30 parts of 2-propanol, yielding 2.4 parts (82.1%) of 2,6-dichloro-α-[(2-methylphenyl)amino]benzeneacetonitrile; mp. 107.7° C.

Workup

  1. customThe precipitated produce
  2. filtrationis filtered off
  3. customrecrystallized from 30 parts of 2-propanol

Sources & evidence

ORD record
ord-15f8162693ee46b394168b65fa72d1ef
Source dataset
uspto-grants-1981_01
Patent number
US04246429

Reaction notes

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