2-Chloroethanol → HCID 178462748, compound

HRID 1633754Notes

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].[CH:60]1[CH:65]=[N+:64]([C@@H:66]2[O:70][C@H:69]([CH2:71][O:72][P:73]([O:76][P:77]([O:80][CH2:81][C@H:82]3[O:86][C@@H:85]([N:87]4[C:91]5[N:92]=[CH:93][N:94]=[C:95]([NH2:96])[C:90]=5[N:89]=[CH:88]4)[C@H:84]([OH:97])[C@@H:83]3[OH:98])([OH:79])=[O:78])([O-:75])=[O:74])[C@@H:68]([OH:99])[C@H:67]2[OH:100])[CH:63]=[C:62]([C:101]([NH2:103])=[O:102])[CH:61]=1.[Cl-:104].[CH:105]([N+:107]1[CH:111]=[CH:110][N:109]([CH2:112][C:113]2[CH:118]=[CH:117][CH:116]=[CH:115][CH:114]=2)[CH:108]=1)=[CH2:106].[Cl:119][CH2:120][CH2:121][OH:122]>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:60]1[CH:65]=[N+:64]([C@@H:66]2[O:70][C@H:69]([CH2:71][O:72][P:73]([O:76][P:77]([O:80][CH2:81][C@H:82]3[O:86][C@@H:85]([N:87]4[C:91]5[N:92]=[CH:93][N:94]=[C:95]([NH2:96])[C:90]=5[N:89]=[CH:88]4)[C@H:84]([OH:97])[C@@H:83]3[OH:98])([OH:79])=[O:78])([O-:75])=[O:74])[C@@H:68]([OH:99])[C@H:67]2[OH:100])[CH:63]=[C:62]([C:101]([NH2:103])=[O:102])[CH:61]=1.[Cl-:119].[CH:105]([N+:107]1[CH:111]=[CH:110][N:109]([CH2:112][C:113]2[CH:118]=[CH:117][CH:116]=[CH:115][CH:114]=2)[CH:108]=1)=[CH2:106].[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-:104].[CH:34]([N+:36]1[CH:40]=[CH:39][N:38]([CH2:120][CH2:121][OH:122])[CH:37]=1)=[CH2:33]

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of 200 g of a 20.0 wt. % solution of styrene-co-1-vinylimidazole-co-1-vinyl-3-benzylimidazolium chloride (50/40/10) (Compound F-5) in DMF was further quatemized with 3.2 g of 2-chloroethanol by stirring and heating 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

temperatureThe reaction mixture was cooled
customthe polymer precipitated into diethyl ether with rapid stirring
washThe flaky precipitate was washed well with diethyl ether
customdried in a vacuum oven

Sources & evidence

ORD record: ord-9999d72b904a41ffa56be9a48dbd9cd7
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06503607B1

Reaction notes

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