Hydrochloric Acid → HCID 178524324, compound

HRID 329426Notes

Reaction equation

HRID 329426 reaction equation
[OH-].[Na+].C[O:4][C:5]([C:7]1[C:12]([C:13]([O:15]C)=[O:14])=[CH:11][CH:10]=[C:9]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:8]=1)=[S:6].Cl>O.CCOCC>[CH2:17]([C:9]1[N:8]=[C:7]([C:5]([OH:4])=[S:6])[C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86743638HCID 86743638, compound

Product 1

HCID 178524324HCID 178524324, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
40 °C

Procedure

15.0 g (0.375 mol) sodium hydroxide are dissolved in 40 ml water and added to a stirred mixture of 7.3 g (0.023 mol) 6-benzylthiopyridine-2,3-dicarboxylic acid dimethyl ester in 40 ml ether. It is stirred for 4 hours at 40° C., the aqueous phase is acidified with concentrated hydrochloric acid, and the product is extracted with ethyl acetate, the solvent then being dried across magnesium sulfate and compressed. The product crystallizes from the residue.

Workup

  1. extractionthe product is extracted with ethyl acetate
  2. dry with materialthe solvent then being dried across magnesium sulfate
  3. customThe product crystallizes from the residue

Sources & evidence

ORD record
ord-cd02ef36d1214b01b4c29216426647cb
Source dataset
uspto-grants-1990_01
Patent number
US04891428

Reaction notes

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