m-Chloroperbenzoic acid → HCID 178502044, compound

HRID 838996Notes

Reaction equation

HRID 838996 reaction equation
[Cl:1][C:2]1([Cl:21])[CH2:4][CH:3]1[CH2:5][S:6][C:7]1[CH:20]=[CH:19][C:10]2[NH:11][C:12]([NH:14][C:15](=[O:18])[O:16][CH3:17])=[N:13][C:9]=2[CH:8]=1.ClC1C=CC=C(C(OO)=[O:30])C=1>C(Cl)(Cl)Cl.CC(O)=O>[Cl:21][C:2]1([Cl:1])[CH2:4][CH:3]1[CH2:5][S:6]([C:7]1[CH:20]=[CH:19][C:10]2[NH:11][C:12]([NH:14][C:15](=[O:18])[O:16][CH3:17])=[N:13][C:9]=2[CH:8]=1)=[O:30]

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 178502040HCID 178502040, compound

Product 1

HCID 178502044HCID 178502044, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6212ChloroformSolvent2×

Procedure

To a solution of 3.4 g of [5-[(2,2-dichlorocyclopropylmethyl)thio]-1H-benzimidazol-2-yl]carbamic acid, methyl ester in 50 ml of CHCl3 and 50 ml of HOAc at -20° C there is added 2.1 g m-chloroperbenzoic acid in 20 ml of CHCl3. The mixture is allowed to reach room temperature and then is stirred for 4 hours. CHCl3 is removed in vacuo and the solution is neutralized with NaOH. The resulting oil solid is filtered and crystallized from glyme-ethyl ether to give the title compound.

Workup

  1. customto reach room temperature
  2. customCHCl3 is removed in vacuo
  3. filtrationThe resulting oil solid is filtered
  4. customcrystallized from glyme-ethyl ether

Sources & evidence

ORD record
ord-b82777d0aff148f1ae1127e220666d52
Source dataset
uspto-grants-1978_06
Patent number
US04093732

Reaction notes

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