Hydrochloric Acid → HCID 178440064, compound

HRID 865227Notes

Reaction equation

HRID 865227 reaction equation
C([O:3][C:4](=[S:24])[C@H:5]([CH2:7][C:8]1[N:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])[C:11]([CH2:21][CH2:22][CH3:23])=[N:10][CH:9]=1)[NH2:6])C.C(O)C.[OH-].[K+].Cl>O>[Cl:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH2:13][N:12]1[C:8]([CH2:7][C@@H:5]([C:4]([OH:3])=[S:24])[NH2:6])=[CH:9][N:10]=[C:11]1[CH2:21][CH2:22][CH3:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 57100635HCID 57100635, compound

Product 1

HCID 178440064HCID 178440064, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3-[(2-chlorophenyl)methyl]-2propylthiohistidine ethyl ester (Example 2 (i)) (0.48 g, 1.26 mmol), ethanol (4 mL), water (4 mL) and potassium hydroxide (0.111 g, 1.97 mmol) was stirred at 25° C. for 1 hour. The mixture was treated with concentrated hydrochloric acid to pH 4.0 and cooled. The resulting precipitate was collected and triturated with ethanol to give 0.34 g (77%) of 3-[(2-chlorophenyl)methyl]-2-propylthiohistidine; m.p. 227°-228° C.

Workup

  1. customwas stirred at 25° C. for 1 hour
  2. temperaturecooled
  3. customThe resulting precipitate was collected
  4. customtriturated with ethanol

Sources & evidence

ORD record
ord-388dda652fbe43568f0160b24996ca67
Source dataset
uspto-grants-1996_10
Patent number
US05565480

Reaction notes

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