Hydrochloric Acid → HCID 21989671, compound

HRID 2111883Notes

Reaction equation

HRID 2111883 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][CH:5]([NH:36]C(OC(C)(C)C)=O)[C:6]([NH:8][CH:9]([C:32]([O:34][CH3:35])=[O:33])[CH2:10][C:11]1[CH:31]=[CH:30][C:14]([O:15][C:16]2[CH:29]=[CH:28][C:19]([CH2:20][CH:21]3[S:25][C:24](=[O:26])[NH:23][C:22]3=[O:27])=[CH:18][CH:17]=2)=[CH:13][CH:12]=1)=[O:7].[ClH:44]>ClCCl>[ClH:44].[CH3:1][S:2][CH2:3][CH2:4][CH:5]([NH2:36])[C:6]([NH:8][CH:9]([C:32]([O:34][CH3:35])=[O:33])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:15][C:16]2[CH:29]=[CH:28][C:19]([CH2:20][CH:21]3[S:25][C:24](=[O:26])[NH:23][C:22]3=[O:27])=[CH:18][CH:17]=2)=[CH:30][CH:31]=1)=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21989677HCID 21989677, compound

Product 1

HCID 21989671HCID 21989671, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 5-[4-(4-(2-(4-methylthio-2-t-butoxycarbonylaminobutyramido)-2-methoxycarbonylethyl)phenoxy)benzyl]thiazolidin-2,4-dione (1 g, 1.58 mmol) in dichloromethane (30 ml) was bubbled with HCl gas at 20° C. for 30 minutes. The excess HCl gas was removed by N2 bubbling and the solvent was removed by distillation to furnish the title compound (0.8 g, yield 89.2%).

Workup

  1. customThe excess HCl gas was removed by N2 bubbling
  2. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-d16ce925e6234ab782381d2b7a9fe1f1
Source dataset
uspto-grants-2009_04
Patent number
US07521466B2

Reaction notes

Loading…