2-Chloromethylaminoacetaldehyde → 2-[1-Chloromethyl-3-(5-fluorobenzothiazol-2-yl)ureido]acetaldehyde

HRID 972934Notes

Reaction equation

HRID 972934 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([N:10]=[C:11]=[O:12])=[N:7][C:6]=2[CH:13]=1.[Cl:14][CH2:15][NH:16][CH2:17][CH:18]=[O:19]>C1C=CC=CC=1>[Cl:14][CH2:15][N:16]([CH2:17][CH:18]=[O:19])[C:11]([NH:10][C:8]1[S:9][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:13][C:6]=2[N:7]=1)=[O:12]

Participants

4

Reactant 2

HCID 203927162-ChloromethylaminoacetaldehydeHCID 450774555-Fluorobenzothiazol-2-yl isocyanate

Product 1

HCID 203571242-[1-Chloromethyl-3-(5-fluorobenzothiazol-2-yl)ureido]acetaldehyde

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

5-Fluorobenzothiazol-2-yl isocyanate dimer (0.1 mole), the dimethyl acetal of 2-chloromethylaminoacetaldehyde (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 one 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-chloromethyl-3-(5-fluorobenzothiazol-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-1196a6eae914435b9de474e97fdad50c
Source dataset
uspto-grants-1977_10
Patent number
US04054574

Reaction notes

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