2-Chloroethyl isocyanate → HCID 14390903, compound

HRID 2292367Notes

Reaction equation

HRID 2292367 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[NH2:6].[Cl:12][CH2:13][CH2:14][N:15]=[C:16]=[O:17]>C(OCC)(=O)C>[Cl:12][CH2:13][CH2:14][NH:15][C:16]([NH:6][C:5]1[CH:7]=[CH:8][C:9]([O:10][CH3:11])=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:17]

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 227703,4-Dimethoxyaniline

Product 1

HCID 14390903HCID 14390903, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of 51.9 g (0.34 mol) of 3,4-dimethoxyaniline in 500 ml of ethyl acetate was added dropwise a solution of 35.8 g (0.34 mol) of 2-chloroethylisocyanate in 100 ml of ethyl acetate. The reaction mixture was stirred for one hour at ambient temperature and the precipitate filtered off by suction (crop 1). The filtrate was evaporated to dryness and the resulting residue washed with ether (crop 2). The two crops were combined and dried in vacuo; yield: 83.7 g, melting point 117° C.

Workup

  1. filtrationthe precipitate filtered off by suction (crop 1)
  2. customThe filtrate was evaporated to dryness
  3. washthe resulting residue washed with ether (crop 2)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-6e5dcdeef5ec40788edd3707fe1da352
Source dataset
uspto-grants-1989_01
Patent number
US04801705

Reaction notes

Loading…