Methanol → HCID 178508149, compound

HRID 987398Notes

Reaction equation

HRID 987398 reaction equation
[C:1]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][C:4]([NH2:7])=[C:3]([NH2:8])[CH:2]=1.CO.O.[N:18]#[C:19]Br>C1COCC1>[C:9]1([C:1]2[CH:6]=[CH:5][C:4]3[NH:7][C:19]([NH2:18])=[N:8][C:3]=3[CH:2]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 10476Cyanogen BromideHCID 6452000(1,1'-Biphenyl)-3,4-diamine

Product 1

HCID 178508149HCID 178508149, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of biphenyl-3,4-diamine (0.99 mmol) in THF:MeOH:water (5 mL:10 mL:10 mL) was added cyanogen bromide (5M solution in acetonitrile, 1.06 mmol). The resulting mixture was stirred at room temperature overnight. The reaction was partitioned between EtOAc and aqueous sodium hydroxide and the aqueous layer re-extracted with EtOAc.

Workup

  1. customThe reaction was partitioned between EtOAc and aqueous sodium hydroxide
  2. extractionthe aqueous layer re-extracted with EtOAc

Sources & evidence

ORD record
ord-090f0a7e082646ab9b548f9f8c6d33bb
Source dataset
uspto-grants-2003_10
Patent number
US06632809B2

Reaction notes

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