Ammonia → HCID 23315158, compound

HRID 745257Notes

Reaction equation

HRID 745257 reaction equation
[ClH:1].[C:2]1(=[O:32])[N:6]([CH:7]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]3[CH:26]=[CH:25][C:20]([C:21](=[NH:24])OC)=[CH:19][CH:18]=3)=[CH:11][CH:10]=2)[CH3:8])[C:5](=[O:27])[C:4]2=[CH:28][CH:29]=[CH:30][CH:31]=[C:3]12.[NH3:33].CCOCC>CO>[ClH:1].[C:5]1(=[O:27])[N:6]([CH:7]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]3[CH:26]=[CH:25][C:20]([C:21]([NH2:33])=[NH:24])=[CH:19][CH:18]=3)=[CH:11][CH:10]=2)[CH3:8])[C:2](=[O:32])[C:3]2=[CH:31][CH:30]=[CH:29][CH:28]=[C:4]12

Participants

5

Reactant 3

HCID 222AmmoniaHCID 3283Diethyl EtherHCID 23314681HCID 23314681, compound

Product 1

HCID 23315158HCID 23315158, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 1.8 g of methyl 4-{2-[4-(1-phthalimidoethyl)phenyl]ethyl}benzimidate hydrochloride in 30 ml of anhydrous methanol, was added 2.3 ml of a solution of anhydrous ammonia in anhydrous methanol (0.036 g/ml). 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 1.6 g of 4-{2-[4-(1-phthalimidoethyl)phenyl]ethyl}benzamidine hydrochloride; m.p. 110°-115° C.

Workup

  1. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-1fb85803702149d0807879affdbfd18e
Source dataset
uspto-grants-1986_07
Patent number
US04598077

Reaction notes

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