Hydrochloric Acid → HCID 14541744, compound

HRID 1867522Notes

Reaction equation

HRID 1867522 reaction equation
C[O:2][C:3](=[O:17])[CH2:4][NH:5][C:6]([C:8]1[CH:9]=[CH:10][C:11]2[C:12]([CH:16]=1)=[N:13][O:14][N:15]=2)=[O:7].[OH-].[K+].Cl>CO>[N:15]1[O:14][N:13]=[C:12]2[CH:16]=[C:8]([C:6]([NH:5][CH2:4][C:3]([OH:17])=[O:2])=[O:7])[CH:9]=[CH:10][C:11]=12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14541753Glycine, N-(2,1,3-benzoxadiazol-5-ylcarbonyl)-, methyl ester

Product 1

HCID 14541744HCID 14541744, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

500 mg (2.13 mmol) [(benzo[1,2,5]oxadiazole-5-carbonyl)-amino]-acetic acid methyl ester are treated in 50 mL methanol with 6 mL (3 eq.) 1N KOH in methanol containing 10% water at room temperature for two hours, then cooled below 5° C. and neutralized with 6 mL 1 N aqueous HCl. The reaction mixture is extracted with ethyl acetate, the combined organic phases are washed with brine and dried with sodium sulfate, then evaporated to dryness to yield the desired product as a beige-pinkish powder. MS (ES−): 220 (M−1)

Workup

  1. extractionThe reaction mixture is extracted with ethyl acetate
  2. washthe combined organic phases are washed with brine
  3. dry with materialdried with sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-be20d1aa8377449e8e60be24b14b604a
Source dataset
uspto-grants-2009_12
Patent number
US07632851B2

Reaction notes

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