Water → HCID 86622297, compound

HRID 1639566Notes

Reaction equation

HRID 1639566 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[S:9]([O:12][C:13]1[CH:22]=[CH:21][C:16]2[N:17]=[C:18]([NH2:20])[S:19][C:15]=2[CH:14]=1)(=[O:11])=[O:10].Cl[C:24]([O:26][CH3:27])=[O:25].O>N1C=CC=CC=1>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[S:9]([O:12][C:13]1[CH:22]=[CH:21][C:16]2[N:17]=[C:18]([NH:20][C:24]([O:26][CH3:27])=[O:25])[S:19][C:15]=2[CH:14]=1)(=[O:11])=[O:10]

Participants

5

Reactant 3

HCID 962WaterHCID 6586Methyl chloroformate2×HCID 86622298HCID 86622298, compound

Product 1

HCID 86622297HCID 86622297, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 1 g of 2-amino-1,3-benzothiazol-6-yl 2,6-dichlorobenzenesulfonate in 25 cm3 of pyridine is added 0.308 cm3 of methyl chloroformate. The solution is stirred at a temperature in the region of 20° C. overnight. After addition of 0.62 cm3 of methyl chloroformate, the mixture is stirred for 72 hours at a temperature in the region of 20° C. 50 cm3 of water are added, and the precipitate formed is filtered off by suction and then washed with three times 10 cm3 of water and dried under reduced pressure. 785 mg of 2-[(methoxycarbonyl)amino]-1,3-benzothiazol-6-yl 2,6-dichlorobenzenesulfonate are obtained in the form of a beige-coloured powder, the characteristics of which are as follows:

Workup

  1. stirringthe mixture is stirred for 72 hours at a temperature in the region of 20° C
  2. customthe precipitate formed
  3. filtrationis filtered off by suction
  4. washwashed with three times 10 cm3 of water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-fca8ba5e81974d4b9a4228b11363124a
Source dataset
uspto-grants-2012_02
Patent number
US08110571B2

Reaction notes

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