Sulfur Dioxide → HCID 19434129, compound

HRID 1736028Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:9]2[C:14]([CH2:15][OH:16])=[CH:13][C:12]3[CH:17]=[CH:18][S:19][C:11]=3[S:10]2(=[O:21])=[O:20])[CH:6]=[CH:7][CH:8]=1.C([Li])CCC.[S:27](=[O:29])=[O:28].[NH2:30]OS(O)(=O)=O>>[OH:16][CH2:15][C:14]1[N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[S:10](=[O:21])(=[O:20])[C:11]2[S:19][C:18]([S:27]([NH2:30])(=[O:29])=[O:28])=[CH:17][C:12]=2[CH:13]=1

Participants

Reactant 4

HCID 1119Sulfur Dioxide

HCID 76284hydroxylamine-O-sulfonic acid

HCID 19434051HCID 19434051, compound

HCID 178418339Butyllithium

Product 1

HCID 19434129HCID 19434129, compoundYield 72%

Procedure

A solution of the product from Step D (2.0 g, 6.19 mmol) was treated sequentially with n-butyllithium, sulfur dioxide and hydroxylamine-O-sulfonic acid in a manner essentially analogus to that described in Example 15, Step E to give an orange solid (1.78 g, 72%): mp 180°-182° C.

Sources & evidence

ORD record: ord-6a5213764e68404585706463aea15424
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05538966

Reaction notes

Loading…