Hydrogen Bromide → HCID 86736145, compound

HRID 1703773Notes

Reaction equation

HRID 1703773 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[CH2:9][CH2:10]O)=[CH:4][CH:3]=1.Br.NC(N)=[S:16]>O>[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[CH2:9][CH2:10][SH:16])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 432063-(4-Iodophenyl)butan-1-olHCID 2723790Thiourea

Product 1

HCID 86736145HCID 86736145, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

70 g of 3-(p-iodophenyl) butanol was combined in solution with 138 g of hydrobromic acid (48%) and 20 g thiourea in 100 ml of water and the thiol product vacuum distilled at 126° and 0.18 mm Hg. A 41% yield of 3-(p-Iodophenyl) butane thiol was confirmed having a refractive index of n25D = 1.6071 and nmr, ir and gc readings commensurate with the structure of the desired product.

Workup

  1. distillationthe thiol product vacuum distilled at 126°

Sources & evidence

ORD record
ord-a570eb0d6d32463ab7ca54be87b9cf08
Source dataset
uspto-grants-1978_11
Patent number
US04125554

Reaction notes

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