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Hydrochloric Acid → HCID 67363168, compound

HRID 1182717
Notes
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Reaction equation

HRID 1182717 reaction equation
C(OC([N:8]1[CH2:17][C:16]2[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:15]=2[N:14]2[C:10](=[N:11][N:12]=[C:13]2[Br:23])[CH2:9]1)=O)(C)(C)C.Cl>[OH-].[Na+]>[Br:23][C:13]1[N:14]2[C:10]([CH2:9][NH:8][CH2:17][C:16]3[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:15]=32)=[N:11][N:12]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67364381HCID 67364381, compound

Product 1

HCID 67363168HCID 67363168, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 1-bromo-8-chloro-4H,6H-2,3,5,10b-tetraaza-benzoazulene-5-carboxylic acid tert-butyl ester (3.0 g, 7.6 mmol) in 1.25 M methanolic hydrogen chloride solution (60 ml, 76 mmol) was heated at 50° C. for 10 min. The reaction mixture was poured on 1 M aqueous sodium hydroxide solution (200 ml) and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound (1.9 g, 84%) as light yellow solid. MS m/e: 255 (M+H+).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-10ba122504654e85b39d5e3e53cffcf4
Source dataset
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08664216B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes