Potassium Hydroxide → HCID 66720841, compound

HRID 1639563Notes

Reaction equation

HRID 1639563 reaction equation
[NH:1]=[C:2]1[N:6]([C:7]([O:9][CH3:10])=[O:8])[C:5]2[CH:11]=[CH:12][C:13]([O:15]C(OC)=O)=[CH:14][C:4]=2[S:3]1.[OH-].[K+]>C(O)(=O)C>[OH:15][C:13]1[CH:12]=[CH:11][C:5]2[N:6]([C:7]([O:9][CH3:10])=[O:8])[C:2](=[NH:1])[S:3][C:4]=2[CH:14]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 66720825HCID 66720825, compound

Product 1

HCID 66720841HCID 66720841, compoundYield 35.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
20 °C

Procedure

956 mg of methyl 2-imino-6-[(methoxycarbonyl)oxy]-1,3-benzothiazole-3(2H)-carboxylate are placed in 38 cm3 of aqueous 5N potassium hydroxide solution in a three-necked flask. The solution is stirred at a temperature in the region of 20° C. for 5 hours. The reaction medium is placed in a bath at 0° C., and acetic acid is then added dropwise to pH 5-6. The precipitate is filtered off by suction and then washed with twice 5 cm3 of water. The solid is taken up in 10 cm3 of water, stirred for two hours and then filtered off by suction, washed with twice 2 cm3 of water and dried under a stream of air. 270 mg of methyl 6-hydroxy-2-imino-1,3-benzothiazole-3(2H)-carboxylate are obtained in the form of a white powder, the characteristics of which are as follows:

Workup

  1. customThe reaction medium is placed in a bath at 0° C.
  2. filtrationThe precipitate is filtered off by suction
  3. washwashed with twice 5 cm3 of water
  4. stirringstirred for two hours
  5. filtrationfiltered off by suction
  6. washwashed with twice 2 cm3 of water
  7. customdried under a stream of air

Sources & evidence

ORD record
ord-edeccd84a6934a79a823dccca8884303
Source dataset
uspto-grants-2012_02
Patent number
US08110571B2

Reaction notes

Loading…