Methylamine hydrochloride → HCID 135624223, compound

HRID 256696Notes

Reaction equation

HRID 256696 reaction equation
C(O[C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:13])[CH:11]=2)[CH2:6][N:5]=1)C.Cl.[CH3:15][NH2:16]>C(O)C>[ClH:13].[Cl:13][C:10]1[CH:11]=[C:12]2[C:7]([CH2:6][NH:5][C:4]2=[N:16][CH3:15])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 6364545Methylamine hydrochlorideHCID 18957084HCID 18957084, compound

Product 1

HCID 135624223HCID 135624223, compoundYield 148.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 110.5 g of 1-ethoxy-6-chloro-3H-isoindole and 41.9 g of methylamine hydrochloride in 1100 ml of ethanol was heated to boiling under reflux for 4 hours under argon, whereupon it was cooled to 2°, the separated crystals were filtered off under suction and recrystallized from ethanol. There are obtained 91.0g of 6-chloro-1-(methylimino)isoindoline hydrochloride as white crystals with a m.p. of >250°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours under argon, whereupon it
  3. temperaturewas cooled to 2°
  4. filtrationthe separated crystals were filtered off under suction
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-e8a85b2951a94b43a13419f970915fbb
Source dataset
uspto-grants-1993_11
Patent number
US05258387

Reaction notes

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