Hydrochloric Acid → HCID 10620699, compound

HRID 1709321Notes

Reaction equation

HRID 1709321 reaction equation
[O:1]=[C:2]1[NH:6][C:5](=[O:7])[CH:4]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]3[O:16][C:15]([CH2:17][C:18]4[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=4)=[N:14][C:13]=3[CH:25]=2)[S:3]1.[C:26](OC(=O)C)(=[O:28])[CH3:27].Cl>N1C=CC=CC=1>[O:1]=[C:2]1[NH:6][C:5](=[O:7])[CH:4]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]3[O:16][C:15]([CH2:17][C:18]4[CH:23]=[CH:22][C:21]([NH:24][C:26](=[O:28])[CH3:27])=[CH:20][CH:19]=4)=[N:14][C:13]=3[CH:25]=2)[S:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 11792363HCID 11792363, compound

Product 1

HCID 10620699HCID 10620699, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 0.99 g of 5-[(2,4-dioxothiazolidin-5-yl)methyl]-2-(4-aminobenzyl)benzoxazole, 2 ml of acetic anhydride and 10 ml of pyridine is stirred at room temperature overnight. 10% Hydrochloric acid is added thereto, and the solution is extracted with ethyl acetate. The extract is washed with water, dried and evaporated to remove the solvent. The residue is recrystallized from ethyl acetate, whereby 0.56 g of 5-[(2,4-dioxothiazolidin-5-yl)methyl]-2-(4-acetamidobenzyl)benzoxazole is obtained.

Workup

  1. extractionthe solution is extracted with ethyl acetate
  2. washThe extract is washed with water
  3. customdried
  4. customevaporated
  5. customto remove the solvent
  6. customThe residue is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-f22c7aacfceb4fd6b2649ce93deb33e6
Source dataset
uspto-grants-1990_08
Patent number
US04948900

Reaction notes

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