Methanol → HCID 178508149, compound

HRID 900018Notes

Reaction equation

HRID 900018 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-2ec2c63e0e6c4542a3e696b0611073ed
Source dataset
uspto-grants-2008_04
Patent number
USRE040245E1

Reaction notes

Loading…