4-Nitrobenzenesulfonyl chloride → HCID 86708033, compound

HRID 714136Notes

Reaction equation

[NH2:1][C@H:2]([CH2:33][O:34][Si:35]([C:48]([CH3:51])([CH3:50])[CH3:49])([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH2:3][CH2:4][C:5]1[C:10]([NH:11][C:12](=[O:32])[C@H:13]([CH:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[NH:14][C:15]([O:17][CH3:18])=[O:16])=[CH:9][CH:8]=CN=1.[S:52]1[C:56]2[CH:57]=[C:58]([S:61](Cl)(=[O:63])=[O:62])[CH:59]=[CH:60][C:55]=2[N:54]=[CH:53]1.[N+]([C:68]1C=CC(S(Cl)(=O)=O)=C[CH:69]=1)([O-])=O>>[S:52]1[C:56]2[CH:57]=[C:58]([S:61]([NH:1][C@H:2]([CH2:33][O:34][Si:35]([C:48]([CH3:49])([CH3:51])[CH3:50])([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH2:3][CH2:4][C:5]3[CH:69]=[CH:68][CH:8]=[CH:9][C:10]=3[NH:11][C:12](=[O:32])[C@H:13]([CH:19]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[NH:14][C:15]([O:17][CH3:18])=[O:16])(=[O:63])=[O:62])[CH:59]=[CH:60][C:55]=2[N:54]=[CH:53]1

Participants

Reactant 3

HCID 74044-Nitrobenzenesulfonyl chloride

HCID 27951701,3-Benzothiazole-6-sulfonyl chloride

HCID 86708034HCID 86708034, compound

Product 1

HCID 86708033HCID 86708033, compoundYield 58%

Procedure

The title compound was prepared in 58% yield from intermediate 34 following the procedure described for the step 8 in scheme I corresponding to the synthesis of example 1 but using 1,3-benzothiazole-6-sulfonyl chloride instead 4-nitrobenzene sulfonyl chloride MS: m/z=898.3 (MH+).

Workup

customdescribed for the step 8 in scheme I corresponding to the synthesis of example 1

Sources & evidence

ORD record: ord-efb9ca1c0e6f4b7d9a53c581feb8e953
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187415B2

Reaction notes

Loading…