Bromine → HCID 13340372, compound
Reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][NH:5][C@H:6]([C:10]([OH:12])=[O:11])[CH2:7][S:8][CH3:9].[Br:17]Br>CO>[NH2:1][C:2]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][C:3]=1[CH2:4][NH:5][C@H:6]([C:10]([OH:12])=[O:11])[CH2:7][S:8][CH3:9]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred suspension of 2.40 gm of N-(2-amino-benzyl)-S-methyl-cysteine in 50 cm3 anhydrous methanol a solution of 0.52 cc of bromine in 20 cc of methanol was added dropwise. After the addition of bromine was finished, stirring was continued for 2 hours. The solvent was evaporated in vacuo on a water bath, and residue was dissolved in 50 cc of distilled water. The aqueous solution was decolored by refluxing for 1 hour in the presence of a small quantity of charcoal. The coal was removed by filtration, and the pH of the filtrate was adjusted to 5 by addition of dilute ammonia. The desired product precipitated out. The mixture was allowed to stand for several hours, whereupon the precipitate was centrifuged off, washed with water and dried in a drying chamber. Melting point: 228° C.
Workup
- additionwas added dropwise
- customThe solvent was evaporated in vacuo on a water bath
- dissolutionresidue was dissolved in 50 cc of distilled water
- temperatureby refluxing for 1 hour in the presence of a small quantity of charcoal
- customThe coal was removed by filtration
- additionthe pH of the filtrate was adjusted to 5 by addition of dilute ammonia
- customThe desired product precipitated out
- waitto stand for several hours, whereupon the precipitate
- washwashed with water
- customdried in a drying chamber
Sources & evidence
- ORD record
- ord-58febb6b4c41480c960c5297c2d96a1c
- Source dataset
- uspto-grants-1980_01
- Patent number
- US04185114
Reaction notes
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