HCID 20560998, compound → HCID 21559131, compound

HRID 1578492Notes

Reaction equation

HRID 1578492 reaction equation
Cl[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][N:7]=[C:6]([S:12]([CH3:14])=[O:13])[C:5]2=[O:15].NC1C=C([Cl:23])C=CC=1C(=O)CS(C)=O.N([O-])=O.[Na+]>Cl>[Cl:23][C:11]1[CH:10]=[C:9]2[C:4]([C:5](=[O:15])[C:6]([S:12]([CH3:14])=[O:13])=[N:7][NH:8]2)=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 20560998HCID 20560998, compoundHCID 21823695HCID 21823695, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21559131HCID 21559131, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

This was prepared in analogous fashion to 6-chloro-3-(methylsulfinyl)-4(1H)-cinnolinone by diazotizing a suspension of 11 g of 2'-amino-4'-chloro-2-(methylsulfinyl) acetophenone in 250 ml of 1N HCl with 3.5 g of NaNO2. The material was recrystallized from dimethyl formamide m.p. 285°-90°; yield 10 g (87%).

Workup

  1. customThe material was recrystallized from dimethyl formamide m.p. 285°-90°

Sources & evidence

ORD record
ord-64ffc1efe9a24ad99f1c99a546c7a5e7
Source dataset
uspto-grants-1976_02
Patent number
US03937704

Reaction notes

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