Hydrogen Bromide → HCID 20247147, compound

HRID 1981442Notes

Reaction equation

HRID 1981442 reaction equation
CS(O)(=O)=O.C([O:13][C:14]1[CH:39]=[CH:38][C:17]([C:18]([O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27](=[NH:29])[NH2:28])=[CH:23][C:22]=2[C:30](=[O:37])[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:19])=[CH:16][CH:15]=1)C1C=CC=CC=1.C1(OC)C=CC=CC=1.[BrH:48].C(OCC)C>C(O)(=O)C>[BrH:48].[OH:13][C:14]1[CH:15]=[CH:16][C:17]([C:18]([O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27](=[NH:28])[NH2:29])=[CH:23][C:22]=2[C:30](=[O:37])[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:19])=[CH:38][CH:39]=1

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 7519AnisoleHCID 20247170HCID 20247170, compound

Product 1

HCID 20247147HCID 20247147, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To 25 ml of acetic acid, was added 2.7 g of 4-amidino-2-benzoylphenyl 4-benzyloxybenzoate methanesulfonate followed by 1 ml of anisole. To the mixture cooled in ice, was added 13.5 g of a 30% solution of hydrogen bromide in acetic acid. The mixture was stirred for 5 hours and mixed with ethyl ether. The precipitate was collected by filtration and recrystallized from a methanol-ethyl ether mixture to obtain 1.4 g of 4-amidino-2-benzoylphenyl 4-hydroxybenzoate hydrobromide.

Workup

  1. temperatureTo the mixture cooled in ice
  2. filtrationThe precipitate was collected by filtration
  3. customrecrystallized from a methanol-ethyl ether mixture

Sources & evidence

ORD record
ord-7c1debb33a1449809d8afbdf949e7f8f
Source dataset
uspto-grants-1985_04
Patent number
US04514416

Reaction notes

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