N,N,N',N'-Tetramethylethylenediamine → HCID 10222330, compound

HRID 392860Notes

Reaction equation

HRID 392860 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH2:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)[CH3:2].F[P-](F)(F)(F)(F)F.[NH2:30][N+:31]1[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=1.CN1CCCC1=O.CN(CCN(C)C)C>ClCCl.[Ti](Cl)(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]([C:12]3[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=3)[CH:36]3[N:31]([N:32]=[CH:33][CH:34]=[CH:35]3)[N:30]=2)=[CH:6][CH:5]=1)[CH3:2]

Participants

7

Reactant 4

HCID 8037N,N,N',N'-Tetramethylethylenediamine2×HCID 13387N-methyl-2-pyrrolidoneHCID 99448541-(4-Ethoxyphenyl)-2-[4-(methanesulfonyl)phenyl]ethan-1-oneHCID 99647671-Aminopyridazin-1-ium hexafluorophosphate

Product 1

HCID 10222330HCID 10222330, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

Titanium tetrachloride (3.45 mL) was added to a stirred mixture of 1-(4-ethoxyphenyl)-2-(4-methanesulfonyl-phenyl)-ethanone (10.0 g), N-amino-pyridazinium hexafluorophosphate (7.95 g) in dichloromethane (150 mL) at about 20° C. N-Methyl-pyrrolidinone (3.0 mL) was added at about 20° C. TMEDA (6.7 mL) was then added over a period of about 4 hours at about 20° C. After stirring the mixture for about 1 hour, a second portion of TMEDA (12.3 mL) was added over about 20 minutes, and the reaction mixture was stirred at about 20° C. for about 16 hours.

Workup

  1. stirringthe reaction mixture was stirred at about 20° C. for about 16 hours

Sources & evidence

ORD record
ord-facd3e9e8edf4c1b9a5b137704b03e6a
Source dataset
uspto-grants-2004_10
Patent number
US06803463B2

Reaction notes

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