Water → HCID 18432370, compound

HRID 2305296Notes

Reaction equation

HRID 2305296 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.[CH3:27][NH:28][O:29][CH3:30].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[N:28]([O:29][CH3:30])[CH3:27])=[O:10])=[CH:12][CH:13]=[C:14]2[C:19]=1[S:18](=[O:23])(=[O:22])[CH2:17][CH2:16][C:15]2([CH3:25])[CH3:24]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 10927507HCID 10927507, compound

Product 1

HCID 18432370HCID 18432370, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

0.5 g (1.25 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 0.13 g (1.37 mmol) of N,O-dimethylhydroxylamine hydrochloride and 0.28 g (2.74 mmol) of triethylamine were added dropwise. The mixture was stirred at 25° C. for 25 hours, stirred into water and extracted with ethyl acetate, the organic phases were extracted with 1N hydrochloric acid and dried and the solvent was removed. This gave 0.4 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-983b614ae5af43979b3f844d2eae4874
Source dataset
uspto-grants-2002_08
Patent number
US06440899B1

Reaction notes

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