Hydrochloric Acid → SC 41661A

HRID 1086458Notes

Reaction equation

HRID 1086458 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([S:16][CH2:17][CH2:18][C:19]([N:21]([CH3:30])[CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)=[O:20])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])[CH3:3].[ClH:31]>C(OCC)C.C(O)(C)C>[ClH:31].[CH3:15][C:12]([C:9]1[CH:8]=[C:7]([S:16][CH2:17][CH2:18][C:19]([N:21]([CH3:30])[CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)=[O:20])[CH:6]=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[C:10]=1[OH:11])([CH3:13])[CH3:14]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 188931HCID 188931, compound

Product 1

HCID 188930SC 41661A

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 3776IsopropanolSolvent

Procedure

The title compound of Example 4, (2.0 g) was dissolved in ethyl ether (400 ml). With rapid stirring, a saturated solution of hydrogen chloride in isopropyl alcohol was added dropwise until no further precipitation occurred. The oily material was stirred for 20 hours. The ethyl ether was decanted and the residue crystallized from ethyl acetate/ethyl ether to give the title compound (700 mg), m.p. ca. 153°-156° C. Analysis calc for C25H37N2SOCl(465.09): Calc.: C, 64.56; H, 8.02; N, 6.02; Cl, 7.62; S, 6.89. Found: C, 64.30; H, 7.88; N, 6.00; Cl, 7.79; S, 6.91.

Workup

  1. customThe ethyl ether was decanted
  2. customthe residue crystallized from ethyl acetate/ethyl ether

Sources & evidence

ORD record
ord-d6373b00e05942cf83b3cbc954af77a0
Source dataset
uspto-grants-1991_07
Patent number
US05030642

Reaction notes

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