Hydrogen Peroxide → Accelerator CZ

HRID 1648488Notes

Reaction equation

HRID 1648488 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[SH:8][C:9]1[S:10][C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=1.OO>>[CH:1]1([NH:7][S:8][C:9]2[S:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 7965Cyclohexylamine2×HCID 178418395HCID 178418395, compound2×

Product 1

HCID 7232Accelerator CZYield 75.6%

Conditions

Temperature
45 °C

Procedure

Example 1 of DE-A-31 27 193 was reworked: in a 250 ml glass reactor, 59.9 g of 50% strength aqueous cyclohexylamine and 0.1 mol of 2-mercaptobenzothiazole were heated to 85° C. with vigorous stirring, with the resulting cyclohexylamine salt of 2-mercaptobenzothiazole going largely into solution. After the mixture had been cooled to 45° C., 92 g of 5% strength hydrogen peroxide (0.135 mol) were metered in over the course of 60 min with vigorous stirring. Stirring was continued for 30 min at the same temperature, and then the reaction mixture was cooled to room temperature, and the precipitate was filtered off, washed with 10% strength cyclohexylamine solution and water, and dried. Cyclohexylbenzothiazolylsulphenamide was obtained in a yield of 75.6% of theory (melting point 99°-100° C.; purity (Lichty titration) 97.6%).

Workup

  1. customwere metered in over the course of 60 min with vigorous stirring
  2. temperaturethe reaction mixture was cooled to room temperature
  3. filtrationthe precipitate was filtered off
  4. washwashed with 10% strength cyclohexylamine solution and water
  5. customdried

Sources & evidence

ORD record
ord-8b13c4aad85c4740a75f433c972d05e5
Source dataset
uspto-grants-1995_07
Patent number
US05436346

Reaction notes

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