Benzylamine → HCID 90202528, compound

HRID 1480233Notes

Reaction equation

HRID 1480233 reaction equation
[CH2:1]([O:3][C:4](=[O:10])[CH:5]=[C:6]1[CH2:9][S:8][CH2:7]1)[CH3:2].[C:11]1([CH2:17][NH2:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:17]([NH:18][C:6]1([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:10])[CH2:9][S:8][CH2:7]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 57360895Ethyl 2-(thietan-3-ylidene)acetate

Product 1

HCID 90202528HCID 90202528, compoundYield 80%

Procedure

A mixture of Thietan-3-ylidene-acetic acid ethylester (CAN 1223573-30-5, 1.8 g, 11.4 mmol) and phenylmethanamine (CAN 100-46-9, 1.22 g, 1.24 ml, 11.4 mmol) was stirred for 14 hours at ambient temperature. The crude product was directly purified without any work-up protocol. The crude material was purified by flash chromatography on silica eluting with a heptane-ethyl acetate gradient to yield the title compound (2.4 g, 80%). MS (ESI, m/z): 266.5 (M+H+).

Workup

  1. customThe crude product was directly purified without any work-up protocol
  2. customThe crude material was purified by flash chromatography on silica eluting with a heptane-ethyl acetate gradient

Sources & evidence

ORD record
ord-6554e53f31774c0399b8cf96fb4bbe12
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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