4-Cyanobenzenesulfonyl chloride → HCID 178453718, compound
Reaction equation
[OH:1][NH:2][C:3](=[NH:17])[C:4]1[CH:9]=[CH:8][C:7]([S:10](=[O:16])(=[O:15])[NH:11][CH2:12][CH2:13]O)=[CH:6][CH:5]=1.C(C1C=CC(S(Cl)(=O)=O)=CC=1)#N.[C:30]([O:34][C:35](=[O:40])[NH:36]CCN)([CH3:33])([CH3:32])[CH3:31]>>[C:30]([O:34][C:35](=[O:40])[NH:36][CH2:13][CH2:12][NH:11][S:10]([C:7]1[CH:8]=[CH:9][C:4]([C:3](=[NH:17])[NH:2][OH:1])=[CH:5][CH:6]=1)(=[O:16])=[O:15])([CH3:33])([CH3:32])[CH3:31]Participants
4
Procedure
The title compound is prepared in analogy to N-hydroxy-4-(2-hydroxy-ethylsulfamoyl)-benzamidine starting from 4-cyano-benzenesulfonyl chloride and (2-amino-ethyl)-carbamic acid tert-butyl ester; LC-MS: tR=0.40 min; [M+1]+=359.09; 1H NMR (D6-DMSO): δ1.35 (s, 9H), 2.73-2.81 (m, 2H), 2.92-3.00 (m, 2H), 5.96 (s, 2H), 6.78 (t br, J=5.5 Hz, 1H), 7.69 (t br, J=6.0 Hz, 1H), 7.75-7.79 (m, 2H), 7.86-7.90 (m, 2H), 9.92 (s, 1H).
Sources & evidence
- ORD record
- ord-f61a275788cb4a0f93682a4ef69b11a7
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08148410B2
Reaction notes
Loading…