N-methyl-N-phenyl-hydrazine → 5-(3,6-Dihydro-6-methyl-2-oxo-2H-1,3,4-thiadiazin-5-yl)-1H-indole-2,3-dione 3-(methylphenylhydrazone)

HRID 728783Notes

Reaction equation

HRID 728783 reaction equation
[CH3:1][CH:2]1[S:7][C:6](=[O:8])[NH:5][N:4]=[C:3]1[C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13](=[O:18])[C:12]2=[N:19]C1C=CC=CC=1.[CH3:26][N:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)N>>[CH3:26][N:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[N:19]=[C:12]1[C:11]2[C:15](=[CH:16][CH:17]=[C:9]([C:3]3[CH:2]([CH3:1])[S:7][C:6](=[O:8])[NH:5][N:4]=3)[CH:10]=2)[NH:14][C:13]1=[O:18]

Participants

3

Reactant 2

HCID 36299N-methyl-N-phenyl-hydrazineHCID 1357781391,3-dihydro-5-(3,6-dihydro-6-methyl-2-oxo-2H-1,3,4-thiadiazin-5-yl)-3-phenylimino-2H-indol-2-one

Product 1

HCID 1363411915-(3,6-Dihydro-6-methyl-2-oxo-2H-1,3,4-thiadiazin-5-yl)-1H-indole-2,3-dione 3-(methylphenylhydrazone)Yield 47%

Procedure

Starting from 1,3-dihydro-5-(3,6-dihydro-6-methyl-2-oxo -2H-1,3,4-thiadiazin-5-yl)-3-phenylimino-2H-indol-2-one, and 1-methyl 1-phenylhydrazine and following the method described in Example 21, the desired compound was obtained.

Sources & evidence

ORD record
ord-f416d5cc454c454a9daa9c035655eaae
Source dataset
uspto-grants-1991_09
Patent number
US05051417

Reaction notes

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