Benzo(d)thiazol-2-amine → Methyl 4-(benzothiazol-2-yl)allophanate

HRID 1438973Notes

Reaction equation

HRID 1438973 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]=[CH:14][C:12]=2[N:13]=1>C(Cl)Cl>[S:10]1[C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=[C:9]1[NH:8][C:6](=[O:7])[NH:5][C:3]([O:2][CH3:1])=[O:4]

Participants

4

Reactant 2

HCID 8706Benzo(d)thiazol-2-amineHCID 4156749Methyl isocyanatoformate

Product 1

HCID 21399910Methyl 4-(benzothiazol-2-yl)allophanateYield 40%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Three and one half parts by weight of methoxycarbonyl isocyanate was added gradually with stirring to a solution at room temperature of 41/2 parts by weight of 2-aminobenzothiazole dissolved in 150 parts by weight of methylene chloride. After stirring the reaction mixture at room temperature for 12 hours, the product was isolated by filtration giving a 40% yield of essentially pure methyl 4-(benzothiazol-2-yl)allophanate having a melting point of 338°-340° C with decomposition.

Workup

  1. customthe product was isolated by filtration

Sources & evidence

ORD record
ord-a72a8fea776a4fda96fdb3fc3a6a7b23
Source dataset
uspto-grants-1977_11
Patent number
US04057638

Reaction notes

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