Hydrochloric Acid → HCID 178501911, compound

HRID 1723014Notes

Reaction equation

HRID 1723014 reaction equation
C1O[C:4]([CH:7]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH2:9][C:8]2=[O:18])([NH:5]O)[O:3]C1.Cl>CO>[OH:3][C:4]1[C:7]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH2:9][C:8]=2[O:18][N:5]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57167397HCID 57167397, compound

Product 1

HCID 178501911HCID 178501911, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of (IV) (12.0 g; 0.044 mol) in methanol (45 mL) was added at 80° C. concentrated hydrochloric acid (45 mL). After continued heating at 80° C. for 15 min, the reaction mixture was evaporated to ca. 40 mL and then extracted with chloroform (3×100 mL). The combined organic phases were dried (MgSO4), filtered and evaporated. The residue was recrystallized from ethyl acetate to give (III) (5.45 g; 58%), M.p. 127.0°-128.0° C. Anal. C9H12N2O4.

Workup

  1. customthe reaction mixture was evaporated to ca. 40 mL
  2. extractionextracted with chloroform (3×100 mL)
  3. dry with materialThe combined organic phases were dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-db40f811b9b64ac3b41c56b5072e27e5
Source dataset
uspto-grants-1989_08
Patent number
US04859666

Reaction notes

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