Hydrochloric Acid → HCID 10405908, compound

HRID 1657238Notes

Reaction equation

HRID 1657238 reaction equation
[C:1]([C:4]1[CH:27]=[CH:26][C:7]([C:8]([NH:10][CH2:11][C:12]([C:14]2[CH:25]=[CH:24][C:17]([O:18][CH2:19][C:20]([O:22]C)=[O:21])=[CH:16][CH:15]=2)=[O:13])=[O:9])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].C(=O)([O-])[O-].[K+].[K+].C(O)C.Cl>O>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:10][CH2:11][C:12]([C:14]2[CH:25]=[CH:24][C:17]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:16][CH:15]=2)=[O:13])=[O:9])=[CH:26][CH:27]=1)(=[NH:2])[NH2:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 11430Potassium CarbonateHCID 10361733HCID 10361733, compound

Product 1

HCID 10405908HCID 10405908, compoundYield 67.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 80 mg of methyl p-(p-amidinobenzamidoacetyl)phenoxyacetate (Example 25), 40 mg of potassium carbonate, 10 ml of ethanol and 4 ml of water was stirred at room temperature under argon for 4 hours. 10 ml of water were then added to the mixture, which was neutralized to pH 6 with 1N HCl. It was concentrated to 10 ml in vacuo and left to stand in a refrigerator overnight. The precipitate which had separated out was filtered off with suction and dried over KOH in vacuo at 50° C. 52 mg of amorphous p-(p-amidinobenzamidoacetyl)phenoxyacetic acid were obtained, IR bands (KBr) at 3354, 3286, 3042, 1647, 1598, 1542, 1485, 1422, 1360, 1232, 1177, 994 and 710 cm-1.

Workup

  1. concentrationIt was concentrated to 10 ml in vacuo
  2. waitleft
  3. customto stand in a refrigerator overnight
  4. customThe precipitate which had separated out
  5. filtrationwas filtered off with suction
  6. dry with materialdried over KOH in vacuo at 50° C

Sources & evidence

ORD record
ord-cf2e2c3a4683454883d119307f0dbe54
Source dataset
uspto-grants-1993_10
Patent number
US05256812

Reaction notes

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