Hydrochloric Acid → HCID 5329079, compound

HRID 583094Notes

Reaction equation

HRID 583094 reaction equation
[OH-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]([NH:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([NH:21][C:22](=[O:30])/[CH:23]=[CH:24]/[C:25]([O:27]CC)=[O:26])[CH:19]=3)[N:14]=[CH:13][N:12]=2)[CH:7]=[CH:8][CH:9]=1.Cl>C(O)C>[Br:3][C:4]1[CH:5]=[C:6]([NH:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([NH:21][C:22](=[O:30])/[CH:23]=[CH:24]/[C:25]([OH:27])=[O:26])[CH:19]=3)[N:14]=[CH:13][N:12]=2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 5329080HCID 5329080, compound

Product 1

HCID 5329079HCID 5329079, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 2.5 ml portion of 10 N aqueous sodium hydroxide was added to 2.3 g of 4-[[4-[(3-bromophenyl)amino]-6-quinazolinyl]amino]-4oxo-(E)-2-butenoic acid ethyl ester (Example 5) in 25 ml of ethanol. After stirring for an hour, 2.1 ml of concentrated hydrochloric acid was added, and the reaction was stirred an additional 2 hours. The resulting solid was recrystallized from n-butanol to give 0.97 g of 4-[[4-[(3-Bromophenyl)amino]-6-quinazolinyl]amino]-4-oxo-(E)-2-butenoic acid: mass spectrum (m/e): M+H 413.

Workup

  1. stirringthe reaction was stirred an additional 2 hours
  2. customThe resulting solid was recrystallized from n-butanol

Sources & evidence

ORD record
ord-a0cedae028744b249698e0635a80ef90
Source dataset
uspto-grants-1999_07
Patent number
US05929080

Reaction notes

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