2-Benzothiazolamine, 4-chloro- → Methyl 4-[4-chlorobenzothiazol-2-yl]allophanate

HRID 1438972Notes

Reaction equation

HRID 1438972 reaction equation
[CH3:1][O:2][C:3]([N:5]=[C:6]=[O:7])=[O:4].[NH2:8][C:9]1[S:10][C:11]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:12]=2[N:13]=1>O1CCOCC1>[Cl:18][C:14]1[C:12]2[N:13]=[C:9]([NH:8][C:6](=[O:7])[NH:5][C:3]([O:2][CH3:1])=[O:4])[S:10][C:11]=2[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 298722-Benzothiazolamine, 4-chloro-HCID 4156749Methyl isocyanatoformate

Product 1

HCID 21399911Methyl 4-[4-chlorobenzothiazol-2-yl]allophanateYield 45%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Five and one half parts by weight of methoxycarbonyl isocyanate was added gradually with stirring to a solution at room temperature of nine parts by weight of 2-amino-4-chlorobenzothiazole dissolved in 200 parts by weight of dioxane. After stirring the reaction mixture at room temperature overnight, a product was isolated by filtration giving a 45% yield of methyl 4-[4-chlorobenzothiazol-2-yl]allophanate having a melting point of 319°-20° C.

Workup

  1. customa product was isolated by filtration

Sources & evidence

ORD record
ord-7ae59d69b8dd471daf6a5d823c957cf8
Source dataset
uspto-grants-1977_11
Patent number
US04057638

Reaction notes

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