2-(Dimethylamino)ethanol → [2-(Dimethylamino) ethyl]{2-[(5-nitro(2-pyridyl))amino]ethyl}[(2-nitrophenyl)sulfonyl]amine
Reaction equation
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C.[CH3:34][N:35]([CH3:39])[CH2:36][CH2:37]O.[N+:40]([C:43]1[CH:44]=[CH:45][C:46]([NH:49][CH2:50][CH2:51][NH:52][S:53]([C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=2[N+:62]([O-:64])=[O:63])(=[O:55])=[O:54])=[N:47][CH:48]=1)([O-:42])=[O:41]>C(Cl)Cl>[CH3:34][N:35]([CH3:39])[CH2:36][CH2:37][N:52]([CH2:51][CH2:50][NH:49][C:46]1[CH:45]=[CH:44][C:43]([N+:40]([O-:42])=[O:41])=[CH:48][N:47]=1)[S:53]([C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=1[N+:62]([O-:64])=[O:63])(=[O:55])=[O:54]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 23 °C
Procedure
To a solution of Ph3P (11 g, 42 mmol) and CH2Cl2 (20 mL) at 23° C. was added DIAD (6.6 mL, 42 mmol) and the resulting yellow solution was maintained at 23° C. for 30 min. To this solution was added 2-(dimethylamino)ethanol (4.2 mL, 42 mmol) and the resulting solution was maintained at 23° C. for 5 min. then added to a suspension of resin-bound {2-[(5-nitro(2-pyridyl))amino]ethyl}[(2-nitrophenyl)sulfonyl]amine (3.0 g, 2.1 mmol) and CH2Cl2 (30 mL). The resulting mixture was shaken at 23° C. for 12h, filtered, washed with NMP, H2O and CH2Cl2 and air dried to yield polymer-bound [2-(dimethylamino)ethyl]{2-[(5-nitro(2-pyridyl))amino]ethyl}[(2-nitrophenyl)sulfonyl]amine.
Workup
- temperaturethe resulting solution was maintained at 23° C. for 5 min.
- filtrationfiltered
- washwashed with NMP, H2O and CH2Cl2 and air
- customdried
Sources & evidence
- ORD record
- ord-e78265f357e24fe2afe33a5592b87948
- Source dataset
- uspto-grants-2006_05
- Patent number
- US07045519B2
Reaction notes
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