Methyl iodide → Iodide Ion

HRID 271251Notes

Reaction equation

HRID 271251 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:26])[C@H:10]([NH:15][C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])[CH2:11][CH2:12][S:13][CH3:14])=[CH:4][CH:3]=1.[CH3:27][I:28]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:26])[C@H:10]([NH:15][C:16]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:17])[CH2:11][CH2:12][SH:13]([CH3:27])[CH3:14])=[CH:6][CH:7]=1.[I-:28]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 58714336HCID 58714336, compound

Product 2

HCID 30165Iodide IonHCID 178504133HCID 178504133, compound

Procedure

To neat (2R)-N-(4-chlorophenyl)-4-methylthio-2-[(phenylmethoxy)carbonylamino]butanamide (2.0 g, 5.09 mmol) was added methyl iodide (10 ml, 161 mmol). The solution was allowed to stir for 48 hours. Methyl iodide was then removed under vacuum to yield (2R)-N-(4-chlorophenyl)-5-methyl-2-[(phenylmethoxy)carbonylamino]-5-thiahexanamide, iodide.

Workup

  1. customMethyl iodide was then removed under vacuum

Sources & evidence

ORD record
ord-82f5c276b0b94866a7457d1e6fa23773
Source dataset
uspto-grants-2008_11
Patent number
US07452889B2

Reaction notes

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