N,N-Diisopropyl-2-benzothiazolesulfenamide → HCID 53779465, compound

HRID 328329Notes

Reaction equation

HRID 328329 reaction equation
[CH:1]([N:4]([CH:15]([CH3:17])[CH3:16])[S:5][C:6]1[S:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1)([CH3:3])[CH3:2].C(=O)([O-])[O-:19].[Na+].[Na+].C(=O)(O)[O-].[Na+].Cl[O-].[Na+]>O>[CH:15]([N:4]([CH:1]([CH3:3])[CH3:2])[S:5]([C:6]1[S:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1)=[O:19])([CH3:17])[CH3:16]

Participants

6

Reactant 4

HCID 7228N,N-Diisopropyl-2-benzothiazolesulfenamideHCID 10340Sodium CarbonateHCID 516892Sodium BicarbonateHCID 23665760Sodium Hypochlorite2×

Product 1

HCID 53779465HCID 53779465, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

133 parts of N,N-diisopropyl-2-benzothiazolesulphenamide are suspended in 400 parts of water in an apparatus provided with a stirrer and a thermometer. 20 parts of sodium carbonate and 20 parts of sodium bicarbonate are added. 400 parts by volume of a sodium hypochlorite solution titrating 180 g. per liter of NaClO are gradually introduced in a period of 1 hour, with good stirring, at a temperature of 25°-28° C. The mixture is stirred for a further 10 hours at 20°-25° C. The solid is filtered off, washed with water until neutral and dried in vacuo. 119 parts of 2-N,N-diisopropylbenzo-thiazole-sulphinamide are obtained, that is a yield of 84.5%. Melting point (uncorrected): 79.5° C. After recrystallising from ethyl alcohol, a product of melting point (uncorrected) 80.5° C. is obtained.

Workup

  1. customprovided with a stirrer
  2. filtrationThe solid is filtered off
  3. washwashed with water until neutral and
  4. customdried in vacuo

Sources & evidence

ORD record
ord-365699c3b35146f0824d5b64b94594c7
Source dataset
uspto-grants-1977_04
Patent number
US04017506

Reaction notes

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