4-(1,1-Dioxo-5-methyl-1,2,5-thiadiazolidine-2-yl)nitrobenzene → 4-(1,1-Dioxo-5-methyl-1,2,5-thiadiazolidin-2-yl)phenylhydrazine hydrochloride

HRID 1613635Notes

Reaction equation

HRID 1613635 reaction equation
[ClH:1].[O:2]=[S:3]1(=[O:16])[N:7]([CH3:8])[CH2:6][CH2:5][N:4]1[C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=1.O=S1(=O)N(C)CC[N:19]1C1C=CC([N+]([O-])=O)=CC=1>>[ClH:1].[O:16]=[S:3]1(=[O:2])[N:7]([CH3:8])[CH2:6][CH2:5][N:4]1[C:9]1[CH:15]=[CH:14][C:12]([NH:13][NH2:19])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 100610114-(1,1-Dioxo-5-methyl-1,2,5-thiadiazolidine-2-yl)nitrobenzeneHCID 197741764-(1,1-Dioxo-5-methyl-1,2,5-thiadiazolidin-2-yl)aniline hydrochloride

Product 1

HCID 197741704-(1,1-Dioxo-5-methyl-1,2,5-thiadiazolidin-2-yl)phenylhydrazine hydrochlorideYield 96%

Procedure

The title compound was prepared in 96% yield from 4-(1,1-dioxo-5-methyl-1,2,5-thiadiazolidin-2-yl)aniline hydrochloride using a similar method to that described for Intermediate 1 (step 1); yellow solid; δH (360 MHz, DMSO-d6) 7.15 (2H, d, J=8.9 Hz, Ar--H), 6.92 (2H, d, J=8.9 Hz, Ar--H), 3.74 (2H, t, J=6.4 Hz, --CH2 --), 3.42 (2H, t, J=6.4 Hz, --CH2 --), 2.68 (3H, s, --CH3); m/z (FAB) 243 (M+ +1).

Sources & evidence

ORD record
ord-87e7c040e23548b9a4b540f39088adc6
Source dataset
uspto-grants-1993_03
Patent number
US05194440

Reaction notes

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