Methyl chloroformate → Tioxidazole

HRID 435816Notes

Reaction equation

HRID 435816 reaction equation
Cl.[NH2:2][C:3]1[S:4][C:5]2[CH:11]=[C:10]([O:12][CH2:13][CH2:14][CH3:15])[CH:9]=[CH:8][C:6]=2[N:7]=1.Cl[C:17]([O:19][CH3:20])=[O:18]>N1C=CC=CC=1>[CH3:20][O:19][C:17](=[O:18])[NH:2][C:3]1[S:4][C:5]2[CH:11]=[C:10]([O:12][CH2:13][CH2:14][CH3:15])[CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 13556109HCID 13556109, compound

Product 1

HCID 72157Tioxidazole

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirring solution of 24.45 g. of 2-amino-6-n-propyloxybenzothiazole-hydrochloride in 100 ml of pyridine maintained at 0° C. by an ice bath, is slowly added 9.45 g. of methyl chloroformate. After the addition is completed the mixture is allowed to warm up to room temperature. It is then poured on 300 g. of ice water. A solid is formed which is isolated by filtration and crystallized from ethanol yield 20 g m.p. 178°-180° C.

Workup

  1. additionAfter the addition
  2. additionIt is then poured on 300 g
  3. customA solid is formed which
  4. customis isolated by filtration
  5. customcrystallized from ethanol yield 20 g m.p. 178°-180° C.

Sources & evidence

ORD record
ord-d2a5f431e9db49fbbcfe544298ef79cc
Source dataset
uspto-grants-1977_02
Patent number
US04006242

Reaction notes

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