Hydrochloric Acid → HCID 178479543, compound

HRID 1589733Notes

Reaction equation

HRID 1589733 reaction equation
S(Cl)([Cl:3])=[O:2].[Br:5][C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][CH:7]=1.Cl>C(O)C>[ClH:3].[Br:5][C:6]1[CH:13]=[CH:12][C:9]([C:10](=[NH:11])[OH:2])=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 12162Benzonitrile, 4-bromo-HCID 24386Thionyl Chloride

Product 1

HCID 178479543HCID 178479543, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound [H], 4-bromobenzoic acid is chlorinated with thionyl chloride to yield compound [I], 4-bromobenzoic acid chloride. Compound [I] is reacted with aqueous ammonia to yield compound [J] 4-bromobenzoic acid amide. Compound [J] is dehydrated with thionyl chloride to yield compound [K], a 4-bromobenzonitrile. Compound [K] is reacted with gaseous hydrogen chloride in anhydrous ethanol to yield compound [L], 4-bromobenzimidate hydrogen chloride. In ethanol, compound [L] is reacted with gaseous ammonia to yield compound [M], 4-bromobenzamidine hydrogen chloride.

Workup

  1. customto yield compound [K]

Sources & evidence

ORD record
ord-f5c30cdf17ff4cfcb922d02fbd340bb0
Source dataset
uspto-grants-1993_04
Patent number
US05200110

Reaction notes

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