Tetrahydrofuran → 4-Bromo-2-allylmercapto-6-methylbenzothiazole

HRID 1769021Notes

Reaction equation

HRID 1769021 reaction equation
[CH2:1]([SH:4])[CH:2]=[CH2:3].Br[C:6]1[S:7][C:8]2[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([Br:16])[C:9]=2[N:10]=1.[OH-].[Na+].O1CCCC1>O>[Br:16][C:11]1[C:9]2[N:10]=[C:6]([S:4][CH2:1][CH:2]=[CH2:3])[S:7][C:8]=2[CH:14]=[C:13]([CH3:15])[CH:12]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 13367Allyl MercaptanHCID 14798Sodium HydroxideHCID 189465492,4-Dibromo-6-methylbenzothiazole

Product 1

HCID 543588424-Bromo-2-allylmercapto-6-methylbenzothiazoleYield 92.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.0 g of allyl mercaptan prepared above, 3.1 g of 2,4-dibromo-6-methyl-benzothiazole, 0.4 g of sodium hydroxide, 10 ml of tetrahydrofuran and 10 ml of water were mixed together and the obtained mixture was stirred for 3 hours at room temperature and then extracted with ethyl acetate. The extract was dried with anhydrous sodium sulfate and evaporated to obtain the title compound in a liquid state (Yield: 92.5%).

Workup

  1. additionwere mixed together
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried with anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-b55ee94e149c4584b6d57fcba5746895
Source dataset
uspto-grants-1995_01
Patent number
US05380735

Reaction notes

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