Hydrochloric Acid → HCID 86743136, compound

HRID 1904583Notes

Reaction equation

HRID 1904583 reaction equation
C([S:4][CH2:5][CH:6]([CH2:16][C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:24])[C:7]([NH:9][N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)=[O:8])(=O)C.[OH-].[Na+].Cl>CO>[Cl:23][C:22]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:24])[C:17]=1[CH2:16][CH:6]([CH2:5][SH:4])[C:7]([NH:9][N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53744939HCID 53744939, compound

Product 1

HCID 86743136HCID 86743136, compoundYield 85.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

Under an inert atmosphere, a solution of 1.7 g of the product of Example 5 in 400 ml of methanol was cooled to 0° C. and then over 15 minutes, 48 ml of 0.1N sodium hydroxide were added with stirring for 2 hours at 0° C. The reaction medium was neutralized with 5 ml of N hydrochloric acid, and the solvents were eliminated under reduced pressure at 30° C. The residual aqueous phase was extracted with methylene chloride and the combined organic phases were dried, and the solvents were eliminated under reduced pressure. After chromatography on silica (eluent:methylene chloride - methanol, 100-4), 1.30 g of the expected product melting at 142° C. were obtained.

Workup

  1. customwere eliminated under reduced pressure at 30° C
  2. extractionThe residual aqueous phase was extracted with methylene chloride
  3. customthe combined organic phases were dried

Sources & evidence

ORD record
ord-6930d2d6f3094e15b331ed22cd2b36bc
Source dataset
uspto-grants-1989_06
Patent number
US04839358

Reaction notes

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