N-{2-[5-(4-chloro-2-nitrophenyl)-1,3,4-thiadiazole-2-sulfonylamino]-ethyl}-glycine ethyl ester → HCID 136338635, compound
Reaction equation
[CH2:1]([O:3][C:4](=[O:28])[CH2:5][NH:6][CH2:7][CH2:8][NH:9][S:10]([C:13]1[S:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[N+:25]([O-:27])=[O:26])=[N:16][N:17]=1)(=[O:12])=[O:11])[CH3:2].[CH2:29]([O:39][C:40]([NH:42][C:43]1[NH:44][C:45](=[O:56])[C:46]2[N:47]=[CH:48][N:49]([CH2:52][C:53](O)=[O:54])[C:50]=2[N:51]=1)=[O:41])[C:30]1[CH:38]=[CH:37][C:36]2[O:35][CH2:34][O:33][C:32]=2[CH:31]=1>>[CH2:1]([O:3][C:4](=[O:28])[CH2:5][N:6]([CH2:7][CH2:8][NH:9][S:10]([C:13]1[S:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[N+:25]([O-:27])=[O:26])=[N:16][N:17]=1)(=[O:12])=[O:11])[C:53](=[O:54])[CH2:52][N:49]1[CH:48]=[N:47][C:46]2[C:45](=[O:56])[NH:44][C:43]([NH:42][C:40]([O:39][CH2:29][C:30]3[CH:38]=[CH:37][C:36]4[O:35][CH2:34][O:33][C:32]=4[CH:31]=3)=[O:41])=[N:51][C:50]1=2)[CH3:2]Participants
3
Procedure
The title compound was synthesized by the reaction of N-{2-[5-(4-chloro-2-nitrophenyl)-1,3,4-thiadiazole-2-sulfonylamino]-ethyl}-glycine ethyl ester with N-{[2-N-(piperonyloxycarbonyl)-guanin-9-yl]-acetic acid as per the procedure of example 13. 1H NMR (400 MHz; DMSO-d6) δ 11.37 (brs, 0.4H), 11.35 (brs, 0.6H), 9.20 (brs, 1H), 8.39 (s, 1H), 8.03–7.99 (m, 1H), 7.95 (d, 0.6H), 7.92 (d, 0.4H), 7.82 (s, 0.6H), 7.79 (s, 0.4H), 7.01 (s, 1H), 6.94 (d, 1H), 6.91 (d, 1H), 6.02 (s, 2H), 5.14 (s, 3.2H), 4.93 (s, 0.8H), 4.45 (s, 0.8H), 4.21 (q, 0.8H), 4.08 (s, 1.2H), 4.07 (q, 1.2H), 3.65 (t, 1.2H), 3.48 (t, 1.2H), 3.43 (t, 0.8H), 3.27 (t, 0.8H), 1.25 (t, 1.2H), 1.16 (t, 1.8H).
Sources & evidence
- ORD record
- ord-9b525eb2612d4f71be027dd9e0cd0b17
- Source dataset
- uspto-grants-2007_05
- Patent number
- US07211668B2
Reaction notes
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