4-Ethylaniline → HCID 49802244, compound

HRID 2194012Notes

Reaction equation

HRID 2194012 reaction equation
C([O:3][C:4]([C:6]1([CH2:22][CH2:23]OC)[CH2:11][CH2:10][N:9]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])(=[O:14])=[O:13])[CH2:8][CH2:7]1)=O)C.[Cl-].C[Al+]C.[CH2:30]([C:32]1[CH:38]=[CH:37][C:35]([NH2:36])=[CH:34][CH:33]=1)[CH3:31]>CCCCCCC>[Cl:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[S:12]([N:9]1[CH2:10][CH2:11][C:6]2([C:4](=[O:3])[N:36]([C:35]3[CH:37]=[CH:38][C:32]([CH2:30][CH3:31])=[CH:33][CH:34]=3)[CH2:23][CH2:22]2)[CH2:7][CH2:8]1)(=[O:14])=[O:13]

Participants

5

Reactant 3

HCID 115044-EthylanilineHCID 16686359Dimethylalumanylium chlorideHCID 667876761-(2-Chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester

Product 1

HCID 49802244HCID 49802244, compoundYield 30.6%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

This material was prepared in analogy to example 1 step D) from 1-(2-chloro-benzenesulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (0.2 g), dimethylaluminium chloride in heptane (1.0 molar, 0.7 ml) and 4-ethylaniline (0.093 g) to give the desired 8-(2-chloro-benzenesulfonyl)-2-(4-ethyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (0.068 g) as a light-brown solid. MS (ESI): 433.136 (MH+).

Sources & evidence

ORD record
ord-e14255965a7c407eab60604d98d570f0
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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