Benzyl Chloride → HCID 178462733, compound

HRID 1018412Notes

Reaction equation

HRID 1018412 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:9]1[CH:14]=[N+:13]([C@@H:15]2[O:19][C@H:18]([CH2:20][O:21][P:22]([O:25][P:26]([O:29][CH2:30][C@H:31]3[O:35][C@@H:34]([N:36]4[C:40]5[N:41]=[CH:42][N:43]=[C:44]([NH2:45])[C:39]=5[N:38]=[CH:37]4)[C@H:33]([OH:46])[C@@H:32]3[OH:47])([OH:28])=[O:27])([O-:24])=[O:23])[C@@H:17]([OH:48])[C@H:16]2[OH:49])[CH:12]=[C:11]([C:50]([NH2:52])=[O:51])[CH:10]=1.[CH:53]([C:55]1[NH:56][CH:57]=[CH:58][N:59]=1)=[CH2:54].[CH2:60]([Cl:67])[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=1>CN(C=O)C>[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:9]1[CH:14]=[N+:13]([C@@H:15]2[O:19][C@H:18]([CH2:20][O:21][P:22]([O:25][P:26]([O:29][CH2:30][C@H:31]3[O:35][C@@H:34]([N:36]4[C:40]5[N:41]=[CH:42][N:43]=[C:44]([NH2:45])[C:39]=5[N:38]=[CH:37]4)[C@H:33]([OH:46])[C@@H:32]3[OH:47])([OH:28])=[O:27])([O-:24])=[O:23])[C@@H:17]([OH:48])[C@H:16]2[OH:49])[CH:12]=[C:11]([C:50]([NH2:52])=[O:51])[CH:10]=1.[CH:53]([C:55]1[NH:56][CH:57]=[CH:58][N:59]=1)=[CH2:54].[CH:9]1[CH:14]=[N+:13]([C@@H:15]2[O:19][C@H:18]([CH2:20][O:21][P:22]([O:25][P:26]([O:29][CH2:30][C@H:31]3[O:35][C@@H:34]([N:36]4[C:40]5[N:41]=[CH:42][N:43]=[C:44]([NH2:45])[C:39]=5[N:38]=[CH:37]4)[C@H:33]([OH:46])[C@@H:32]3[OH:47])([OH:28])=[O:27])([O-:24])=[O:23])[C@@H:17]([OH:48])[C@H:16]2[OH:49])[CH:12]=[C:11]([C:50]([NH2:52])=[O:51])[CH:10]=1.[Cl-:67].[CH:34]([N+:36]1[CH:40]=[CH:39][N:38]([CH2:60][C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)[CH:37]=1)=[CH2:33]

Participants

4

Reactant 2

HCID 7503Benzyl Chloride2×HCID 131723641HCID 131723641, compound

Product 1

HCID 178462733HCID 178462733, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 625 g of a 20.0 wt. % solution of styrene-co-1-vinylimidazole (50/50) in DMF was quaternized with benzyl chloride as described for the preparation of compound F-4, except that 15.9 g of benzyl chloride was used. Following heating and stirring at 100° C. for 18 hr the reaction mixture was cooled and the polymer precipitated into diethyl ether with rapid stirring. The flaky precipitate was washed well with diethyl ether and dried in a vacuum oven.

Workup

  1. temperatureFollowing heating
  2. temperaturewas cooled
  3. customthe polymer precipitated into diethyl ether with rapid stirring
  4. washThe flaky precipitate was washed well with diethyl ether
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-52785d721777474d855954cc88c387b7
Source dataset
uspto-grants-2002_11
Patent number
US06481843B1

Reaction notes

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