Water → HCID 18432371, compound

HRID 2305293Notes

Reaction equation

HRID 2305293 reaction equation
Cl[C:2]1[CH2:7][CH2:6][CH2:5][C:4](=[O:8])[C:3]=1[C:9]([C:11]1[C:20]([Cl:21])=[C:19]2[C:14]([C:15]([CH3:25])([CH3:24])[CH2:16][CH2:17][S:18]2(=[O:23])=[O:22])=[CH:13][CH:12]=1)=[O:10].[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([SH:33])=[CH:29][CH:28]=1.C(N(CC)CC)C.O>O1CCCC1>[Cl:21][C:20]1[C:11]([C:9]([C:3]2[C:4](=[O:8])[CH2:5][CH2:6][CH2:7][C:2]=2[S:33][C:30]2[CH:31]=[CH:32][C:27]([Cl:26])=[CH:28][CH:29]=2)=[O:10])=[CH:12][CH:13]=[C:14]2[C:19]=1[S:18](=[O:22])(=[O:23])[CH2:17][CH2:16][C:15]2([CH3:25])[CH3:24]

Participants

6

Reactant 4

HCID 962WaterHCID 7815p-ChlorothiophenolHCID 8471TriethylamineHCID 10927507HCID 10927507, compound

Product 1

HCID 18432371HCID 18432371, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

0.8 g (2 mmol) of 1-chloro-2-(8-chloro-4,4-dimethyl-1,1-dioxothiochroman-7-yl)carbonylcyclohex-1-en-3-one was dissolved in 10 ml of tetrahydrofuran and 0.29 g (2 mmol) of 4-chlorothiophenol and 0.22 g (2.2 mmol) of triethylamine were added dropwise. The mixture was stirred at 25° C. for 2 hours, stirred into water, extracted with ethyl acetate and the organic phases were extracted with 1N hydrochloric acid and dried, and the solvent was removed. This gave 0.9 g of beige crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. extractionthe organic phases were extracted with 1N hydrochloric acid
  3. customdried
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-7b1c1aca87574be9b739f000055c69b9
Source dataset
uspto-grants-2002_08
Patent number
US06440899B1

Reaction notes

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