1-(4-Chloro-2-(alpha-hydroxybenzyl)benzyl)-3-phenethylthiourea → 8-Chloro-3-phenylethylamino-1-phenyl-1H,5H-benzo-2,4-thiazepine

HRID 442495Notes

Reaction equation

HRID 442495 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][NH:7][C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[S:9])=[C:4]([CH:21](O)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:3]=1>CC(C)=O.Cl>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[CH2:6][N:7]=[C:8]([NH:10][CH2:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[S:9][CH:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 1

HCID 214154601-(4-Chloro-2-(alpha-hydroxybenzyl)benzyl)-3-phenethylthiourea

Product 1

HCID 123811578-Chloro-3-phenylethylamino-1-phenyl-1H,5H-benzo-2,4-thiazepine

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 313Hydrochloric AcidSolvent

Procedure

A solution of 1-(4-chloro-2-(α-hydroxybenzyl)-benzyl)-3-phenethyl-thiourea (17 g; 0.041 mole) in dry acetone (400 ml) and 85 ml saturated ethanolic hydrogen chloride was stirred at room temperature for 20 hours. The reaction mixture was filtered. The filtrate was evaporated to yield the title compound in hydrochloride form (M.Pt. 120° decomp.).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-dfcfc66f100148beb00ca1f5841cbfb6
Source dataset
uspto-grants-1977_08
Patent number
US04045572

Reaction notes

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