Hydrochloric Acid → HCID 68514257, compound

HRID 732735Notes

Reaction equation

HRID 732735 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:21][CH3:22])[CH:17]=3)[C:12]=2[O:23][C:24]2[CH:38]=[CH:37][C:27]([O:28][CH2:29][CH2:30][N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:26][CH:25]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[Cl:39]CCl.Cl.C(OCC)C>C(OCC)(=O)C.CO>[ClH:39].[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:21][CH3:22])[CH:17]=3)[C:12]=2[O:23][C:24]2[CH:25]=[CH:26][C:27]([O:28][CH2:29][CH2:30][N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:37][CH:38]=2)=[CH:9][CH:10]=1)(=[O:4])=[O:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 10256502HCID 10256502, compound

Product 1

HCID 68514257HCID 68514257, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Dissolve the product of Example 1 (6.4 g, 12.1 mmol) in a mixture of ethyl acetate, dichloromethane, and methanol (300 mL; 2.5:2.5:1). Cool the resulting solution in an ice bath and treat with 2M HCl in diethyl ether (9.1 mL, 18.2 mmol). Concentrate the solution in vacuo and dry at 50° C. (<2 mm of Hg) for 18 hours to give 6.6 grams of the title compound (96%): mass spectrum (ion spray): m/z=532.3 (M+H−HCl).

Workup

  1. temperatureCool the resulting solution in an ice bath
  2. concentrationConcentrate the solution in vacuo
  3. customdry at 50° C. (<2 mm of Hg) for 18 hours

Sources & evidence

ORD record
ord-227b036384cf47abbbc7287317ecfb5d
Source dataset
uspto-grants-2009_09
Patent number
US07585977B2

Reaction notes

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