5-Methylsulfonylthiazol-2-yl isocyanate → 2-[1-beta-Bromoethyl-3-(5-methylsulfonylthiazol-2-yl)ureido]acetaldehyde

HRID 839809Notes

Reaction equation

HRID 839809 reaction equation
[CH3:1][S:2]([C:5]1[S:9][C:8]([N:10]=[C:11]=[O:12])=[N:7][CH:6]=1)(=[O:4])=[O:3].[Br:13][CH2:14][CH2:15][NH:16][CH2:17][CH:18]=[O:19]>C1C=CC=CC=1>[Br:13][CH2:14][CH2:15][N:16]([CH2:17][CH:18]=[O:19])[C:11]([NH:10][C:8]1[S:9][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:6][N:7]=1)=[O:12]

Participants

4

Reactant 2

HCID 540560325-Methylsulfonylthiazol-2-yl isocyanateHCID 54272806HCID 54272806, compound

Product 1

HCID 538181122-[1-beta-Bromoethyl-3-(5-methylsulfonylthiazol-2-yl)ureido]acetaldehyde

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

5-Methylsulfonylthiazol-2-yl isocyanate dimer (0.1 mole), the dimethyl acetal of 2-β-bromoethylaminoacetaldehyde (0.2 mole) and benzene (100 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The reaction mixture is stirred at ambient temperatures for a period of about 1 hour. After this time the reaction mixture is filtered, and the filtrate is stripped of solvent to yield the desired product the dimethyl acetal of 2-[1-β-bromoethyl-3-(5-methylsulfonylthiazol-2-yl)ureido]acetaldehyde as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. filtrationAfter this time the reaction mixture is filtered

Sources & evidence

ORD record
ord-21731131c92b4c1c8eb103892e558e39
Source dataset
uspto-grants-1978_06
Patent number
US04097485

Reaction notes

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