Hydrochloric Acid → HCID 13590355, compound

HRID 1380057Notes

Reaction equation

HRID 1380057 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:13]=[C:14]([C:18]3[N:23]4[N:24]=[C:25]([NH:27]C(=O)C)[N:26]=[C:22]4[CH:21]=[CH:20][N:19]=3)[CH:15]=[CH:16][CH:17]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.Cl>O1CCOCC1>[NH2:27][C:25]1[N:26]=[C:22]2[N:23]([C:18]([C:14]3[CH:13]=[C:12]([NH:11][S:8]([C:5]4[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=4)(=[O:10])=[O:9])[CH:17]=[CH:16][CH:15]=3)=[N:19][CH:20]=[CH:21]2)[N:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13590353HCID 13590353, compound

Product 1

HCID 13590355HCID 13590355, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 250 mg portion of N-[5-[3-[[(4-methylphenyl) sulfonyl]amino]phenyl][1,2,4]triazolo[1,5-c]pyrimidin-2-yl]acetamide was dissolved in 30 ml of dioxane. A 15 ml portion of 1N hydrochloric acid was added, the mixture was allowed to stand 22 hours, concentrated, neutralized with aqueous potassium bicarbonate and extracted with ethyl acetate. The organic extract was evaporated and the residue taken up in 1% methanol in chloroform and filtered through hydrous magnesium silicate. The filtrate was evaporated and the residue crystallized from ethyl acetatecyclohexane giving 15 mg of the desired product as white crystals, mp 205°-208° C.

Workup

  1. concentrationconcentrated
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. customwas evaporated
  5. filtrationfiltered through hydrous magnesium silicate
  6. customThe filtrate was evaporated
  7. customthe residue crystallized from ethyl

Sources & evidence

ORD record
ord-d3b2c07872144aaf85572d1610422235
Source dataset
uspto-grants-1986_04
Patent number
US04579848

Reaction notes

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