Piconol → HCID 53791088, compound

HRID 1870238Notes

Reaction equation

HRID 1870238 reaction equation
[Cl:1][CH2:2][C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[N:10]=[C:11]=[O:12].[OH:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1>ClCCl>[Cl:1][CH2:2][C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[NH:10][C:11](=[O:12])[O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1

Participants

4

Reactant 2

HCID 11474PiconolHCID 18695876HCID 18695876, compound

Product 1

HCID 53791088HCID 53791088, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-chloromethyl-1-isocyanato-3-methylbenzene (2.5 g) and 2-hydroxymethylpyridine (1.5 g) in dichloromethane (25 ml) is stirred at RT for 16 h. By concentration on a rotary evaporator (bath temperature 22° C.) and subsequent chromatography on silica gel (eluent: dichloromethane/methanol 13:1), a solution of the title compound is obtained which is concentrated (not crystallization, but decomposition) on a rotary evaporator. (bath temperature 22° C.). The crude product of the title compound obtained is immediately reacted further.

Workup

  1. concentrationBy concentration
  2. customon a rotary evaporator (bath temperature 22° C.) and subsequent chromatography on silica gel (eluent: dichloromethane/methanol 13:1)

Sources & evidence

ORD record
ord-7d11229e2a0b4260bda98e533f07a27e
Source dataset
uspto-grants-2000_08
Patent number
US06096758

Reaction notes

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