Triethylamine → HCID 18469857, compound

HRID 1422031Notes

Reaction equation

HRID 1422031 reaction equation
Br[C:2]1[S:3][C:4]([N+]([O-])=O)=[CH:5][N:6]=1.SC1S[C:13]([CH3:16])=[N:14][N:15]=1.C(N(CC)CC)C>O1CCCC1.ClCCl>[S:3]1[CH:4]=[CH:5][N:6]=[CH:2]1.[S:3]1[CH:16]=[CH:13][N:14]=[N:15]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 182112-Bromo-5-nitrothiazoleHCID 178434161HCID 178434161, compound

Product 1

HCID 18469857HCID 18469857, compoundYield 116.8%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-Bromo-5-nitrothiazole (2.09 g) and 1.32 g of 2-mercapto-5-methyl-1,3,4-thiadiazole in 10 mL of tetrahydrofuran are stirred at room temperature overnight, triethylamine is added to neutrality, and stirring is continued. The precipitated solid is dissolved in dichloromethane, washed with water, and the organic layer evaporated to give crude product. The crude product is crystallized from ethyl acetate/hexane to give 1 g of desired thiazole-thiadiazole compound as an off-white solid.

Workup

  1. washwashed with water
  2. customthe organic layer evaporated
  3. customto give crude product
  4. customThe crude product is crystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-16dd91b054f044e190905e49aa123216
Source dataset
uspto-grants-2000_06
Patent number
US06080772

Reaction notes

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