Methanol → HCID 178484914, compound

HRID 745258Notes

Reaction equation

HRID 745258 reaction equation
[ClH:1].C1(=O)[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]3[CH:25]=[CH:24][C:19]([C:20](=[NH:23])OC)=[CH:18][CH:17]=3)=[CH:10][CH:9]=2)[C:5](=[O:26])[C:4]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:3]12.[CH3:32][OH:33].[CH3:34][NH2:35].CCOCC>C(Cl)(Cl)Cl>[ClH:1].[CH3:34][NH:35][C:20](=[NH:23])[C:19]1[CH:18]=[CH:17][C:16]([CH2:15][CH2:14][C:11]2[CH:12]=[CH:13][C:8]([CH2:7][N:6]3[C:32](=[O:33])[C:27]4=[CH:28][CH:29]=[CH:30][CH:3]=[C:4]4[C:5]3=[O:26])=[CH:9][CH:10]=2)=[CH:25][CH:24]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 3283Diethyl EtherHCID 6329MethylamineHCID 23315224HCID 23315224, compound

Product 1

HCID 178484914HCID 178484914, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1.5 g of methyl 4-[2-(4-phthalimidomethylphenyl)ethyl]benzimidate hydrochloride in 150 ml of chloroform, was added 0.3 ml of a methanol solution containing 40% of methylamine. The mixture was stirred at room temperature for 15 hours. The reaction mixture was stripped of the solvent under reduced pressure. Ether was added to the residue and the precipitated crystals were collected by filtration to yield 1.3 g of N-methyl-4-[2-(4-phthalimidomethylphenyl)ethyl]benzamidine hydrochloride; m.p. 270° C. or above.

Workup

  1. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-21796d86690d4cd19e9c91f7a545a42a
Source dataset
uspto-grants-1986_07
Patent number
US04598077

Reaction notes

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