Hydrochloric Acid → HCID 67867202, compound

HRID 1460860Notes

Reaction equation

HRID 1460860 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH:15][N:16]=[CH:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([O:26]C)=[O:25])=[CH:20][CH:19]=2)[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].C(O)C.Cl>O.CS(C)=O>[C:1]([C:5]1[CH:6]=[C:7]([NH:15][N:16]=[CH:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([OH:26])=[O:25])=[CH:20][CH:19]=2)[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 67867206HCID 67867206, compound

Product 1

HCID 67867202HCID 67867202, compoundYield 56.7%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

2.2g of the ester obtained in Example 5 were refluxed with 3g of potassium hydroxide for 1 hour in 70ml of a 3:3:1 mixture of ethanol, dimethyl sulfoxide and water. The reaction mixture was poured into 140ml of ice water and adjusted to pH 2 with hydrochloric acid, whereupon the precipitate was filtered off in vacuo. After recrystallization from methanol, there were obtained 1.2g of the above compound, m.p. 208°-213° C.

Workup

  1. filtrationwas filtered off in vacuo
  2. customAfter recrystallization from methanol

Sources & evidence

ORD record
ord-666d34cc90db403ebb7b842496145c9d
Source dataset
uspto-grants-1991_12
Patent number
US05072042

Reaction notes

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