Benzyl mercaptan → HCID 13459008, compound

HRID 2107124Notes

Reaction equation

HRID 2107124 reaction equation
[CH2:1]([SH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:12][CH2:13][CH2:14][CH2:15][N:16]1[C:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]2[C:17]1=[O:26]>>[C:2]1([CH2:1][S:8][CH2:12][CH2:13][CH2:14][CH2:15][N:16]2[C:20](=[O:21])[C:19]3[C:18](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:17]2=[O:26])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7509Benzyl mercaptanHCID 24758Sodium hydrideHCID 93575N-(4-Bromobutyl)phthalimide

Product 1

HCID 13459008HCID 13459008, compound

Procedure

Benzyl mercaptan (8.2 g, 66.4 mmol) was reacted with sodium hydride (52.4% in oil, 3.35 g, 73.0 mmol), and then with N-(4-bromobutyl)-phthalimide (19.7 g, 69.7 mmol) as described in Example A, to give the title compound. NMR (CDCl3): thiobenzyl methylene, and methylene bonded to nitrogen, both at δ 3.7. Methylene bonded to sulfur at δ 2.4.

Sources & evidence

ORD record
ord-f735324b1a6a42f18d449d48aa1d4ad0
Source dataset
uspto-grants-1990_06
Patent number
US04933369

Reaction notes

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