4-(Methylsulfonyl)phenylhydrazine hydrochloride → HCID 11222461, compound

HRID 508603Notes

Reaction equation

HRID 508603 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([C:17]2[CH:22]=[CH:21][C:20]([S:23](=[O:26])(=[O:25])N)=[CH:19][CH:18]=2)[N:7]=1)=[O:5])[CH3:2].Cl.[CH3:28]S(C1C=CC(NN)=CC=1)(=O)=O>>[CH2:1]([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([C:17]2[CH:22]=[CH:21][C:20]([S:23]([CH3:28])(=[O:26])=[O:25])=[CH:19][CH:18]=2)[N:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 27351814-(Methylsulfonyl)phenylhydrazine hydrochlorideHCID 11164601HCID 11164601, compound

Product 1

HCID 11222461HCID 11222461, compoundYield 82%

Procedure

Compound 3a was synthesized in a manner similar to the synthesis of 3b using 4-(methylsulfonyl)phenylhydrazine hydrochloride (10 g, 44.7 mmol) to give 3a (13.6 g, 82% yield) as a white solid. mp 199.4-202.9° C. 1H NMR (300 MHz, DMSO-d6): δ 7.99 (d, J=9 Hz, 2H), 7.58 (d, J=9 Hz, 2H), 7.43-7.38 (m, 3H), 7.34-7.27 (m, 2H), 7.17 (s, 1H), 4.34 (q, J=7, 2H), 3.27 (s, 3H), 1.31 (t, J=7, 3H).

Sources & evidence

ORD record
ord-6c26631ad15c4578aff3bb1cc99a627a
Source dataset
uspto-grants-2015_08
Patent number
US09096532B2

Reaction notes

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