Tetraglyme → 2-(4-Methoxy-3-nitrophenylamino)ethanol

HRID 1721164Notes

Reaction equation

HRID 1721164 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[OH-].[Ca+2].[OH-].C[O:17][CH2:18][CH2:19]OCCOCCOCCOC.ClC(OCCCl)=O>COCCOC>[OH:17][CH2:18][CH2:19][NH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1

Participants

6

Reactant 4

HCID 8925TetraglymeHCID 123052-Chloroethyl chloroformateHCID 123071Benzenamine, 4-methoxy-3-nitro-HCID 6093208Calcium Hydroxide

Product 1

HCID 144537412-(4-Methoxy-3-nitrophenylamino)ethanol

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A mixture of 168.2 g of 4-amino-2-nitroanisole, 42.8 g of calcium hydroxide and 5 g of tetraethylene glycol dimethylether in 1500 g of aqueous monoethylene glycol dimethylether is reacted in accordance with the instructions of Example 1 with 150 g of 2-chloroethyl chloroformate and, after separation of the phases, with 370.6 g of 50% strength potassium hydroxide. After working up analogously to Example 1, yellow-red crystals are obtained.

Workup

  1. customafter separation of the phases
  2. customare obtained

Sources & evidence

ORD record
ord-20b4fec4bd15430c94461196959bfef9
Source dataset
uspto-grants-1996_04
Patent number
US05508467

Reaction notes

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