Sulfuryl chloride → HCID 53742896, compound

HRID 1078613Notes

Reaction equation

HRID 1078613 reaction equation
[CH2:1]([C:3]1[S:7][C:6]([NH:8][C:9]([NH:11][S:12]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)(=[O:14])=[O:13])=[S:10])=[N:5][C:4]=1[C:22]1[CH:31]=[CH:30][C:29]2[CH2:28][CH2:27][CH2:26][CH2:25][C:24]=2[CH:23]=1)[CH3:2].S(Cl)(Cl)(=O)=O>C(Cl)(Cl)Cl>[CH2:1]([C:3]1[S:7][C:6]2[N:5]([S:10][C:9](=[N:11][S:12]([C:15]3[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=3)(=[O:14])=[O:13])[N:8]=2)[C:4]=1[C:22]1[CH:31]=[CH:30][C:29]2[CH2:28][CH2:27][CH2:26][CH2:25][C:24]=2[CH:23]=1)[CH3:2]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 19428232HCID 19428232, compound

Product 1

HCID 53742896HCID 53742896, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 1-[5-ethyl-4-(5,6,7,8-tetrahydro-2-naphthyl)-2-thiazolyl]-3-(4-methylphenyl)sulfonyl-2-thiourea (1.40 g) and chloroform (10 ml), sulfuryl chloride (420 mg) was added. After being stirred at room temperature for 2 hours, the reaction mixture was concentrated; the residue was treated with ethanol, and the resulting crystal was collected by filtration and recrystallized from dichloromethane-ethanol to yield 5-ethyl-2-(4-methylphenyl)sulfonylimino-6-(5,6,7,8-tetrahydro-2-naphthyl)-2H-thiazolo[3,2- b][1,2,4]thiadiazole (1.00 g, yield 72%) as a colorless needle.

Workup

  1. additionwas added
  2. concentrationthe reaction mixture was concentrated
  3. additionthe residue was treated with ethanol
  4. filtrationthe resulting crystal was collected by filtration
  5. customrecrystallized from dichloromethane-ethanol

Sources & evidence

ORD record
ord-ebaabddb964c4b2fa6f1c506f920cffc
Source dataset
uspto-grants-1996_08
Patent number
US05550138

Reaction notes

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