Cyanogen Bromide → HCID 68644021, compound

HRID 1159192Notes

Reaction equation

HRID 1159192 reaction equation
[C:1]1([S:7][CH2:8][C@H:9]([NH2:12])[CH2:10][NH2:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:13]#[C:14][Br:15]>C1(C)C=CC=CC=1>[BrH:15].[C:1]1([S:7][CH2:8][C@@H:9]2[NH:12][C:14]([NH2:13])=[N:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 68644071HCID 68644071, compound

Product 1

HCID 68644021HCID 68644021, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

(2R)-3-(Phenylthio)-1,2-propanediamine (0.20 g, 1.1 mmol) was dissolved in toluene (3 ml) and a solution of cyanogen bromide (0.116 g, 1.1 mmol) in toluene (1 ml) was added dropwise at room temperature. The mixture is allowed to stir for 90 min. After evaporation of the solvent the residue was dissolved in ethanol (1.5 ml). By slowly adding ethyl acetate (8 ml) a light brown solid precipitated, 0.152 g (66%), MS (ISP): 207.9 (M+H)+).

Workup

  1. customAfter evaporation of the solvent the residue
  2. dissolutionwas dissolved in ethanol (1.5 ml)
  3. customBy slowly adding ethyl acetate (8 ml) a light brown solid precipitated

Sources & evidence

ORD record
ord-4211f4bc5e4c455d810d3557645639ca
Source dataset
uspto-grants-2010_10
Patent number
US07812047B2

Reaction notes

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