Ethyl Acrylate → HCID 19004070, compound

HRID 2225365Notes

Reaction equation

HRID 2225365 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=[C:7]([N:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[C:6]=2[CH:22]=1.[C:23]([O:27][CH2:28][CH3:29])(=[O:26])[CH:24]=[CH2:25]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=[C:7]([N:16]3[CH2:21][CH2:20][N:19]([CH2:25][CH2:24][C:23]([O:27][CH2:28][CH3:29])=[O:26])[CH2:18][CH2:17]3)[C:6]=2[CH:22]=1

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 64534974-(2-Chlorodibenzo(bf)(1,4)thiazepin-11-yl)piperazine

Product 1

HCID 19004070HCID 19004070, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.30 g of 2-chloro-11-(1-piperazinyl)dibenzo[b,f][1,4]thiazepine and 1.20 g of ethyl acrylate in 17 ml of ethanol was refluxed for 3 hrs. The reaction mixture was concentrated and the residue was chromatographed on silica gel using a mixture of n-hexane and ethyl acetate (1:1) as an eluent to give 4.04 g of yellow crystals, which were recrystallized from isopropyl ether to give colorless needles, mp 79°-80° C.

Workup

  1. temperaturewas refluxed for 3 hrs
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was chromatographed on silica gel using
  4. additiona mixture of n-hexane and ethyl acetate (1:1) as an eluent

Sources & evidence

ORD record
ord-b5518a347aae4fc4a5d38bf554f7a881
Source dataset
uspto-grants-1994_09
Patent number
US05344828

Reaction notes

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