Pyridine → HCID 66720825, compound

HRID 1639564Notes

Reaction equation

HRID 1639564 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.N1C=CC=CC=1.Cl[C:19]([O:21][CH3:22])=[O:20]>O>[NH:1]=[C:2]1[N:6]([C:19]([O:21][CH3:22])=[O:20])[C:5]2[CH:7]=[CH:8][C:9]([O:11][C:19]([O:21][CH3:22])=[O:20])=[CH:10][C:4]=2[S:3]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6586Methyl chloroformate2×HCID 334622-Amino-6-benzothiazolol

Product 1

HCID 66720825HCID 66720825, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g of 2-amino-1,3-benzothiazol-6-ol is introduced into 15 cm3 of pyridine in a three-necked flask. 1.02 cm3 of methyl chloroformate are added dropwise, while taking care not to exceed a temperature of 25° C. After stirring for five hours, 0.5 cm3 of methyl chloroformate is added. The reaction medium is stirred at a temperature in the region of 20° C. overnight. 30 cm3 of water are added and the precipitate is then filtered off by suction, washed with three times 5 cm3 of water and then dried over phosphorus pentoxide. 956 mg of methyl 2-imino-6-[(methoxycarbonyl)oxy]-1,3-benzothiazole-3(2H)-carboxylate are obtained in the form of a white solid, the characteristics of which are as follows:

Workup

  1. customa temperature of 25° C
  2. stirringThe reaction medium is stirred at a temperature in the region of 20° C. overnight
  3. filtrationthe precipitate is then filtered off by suction
  4. washwashed with three times 5 cm3 of water
  5. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-4d6d65a8ad8944fa8454935b18ca7724
Source dataset
uspto-grants-2012_02
Patent number
US08110571B2

Reaction notes

Loading…