2,4,6-Triisopropylbenzenesulphonohydrazide → beta-Dimethylamino-3-methoxypropiophenone 2,4,6-triisopropylbenzenesulphonylhydrazone hydrochloride

HRID 845163Notes

Reaction equation

HRID 845163 reaction equation
[CH:1]([C:4]1[CH:9]=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:7]=[C:6]([CH:13]([CH3:15])[CH3:14])[C:5]=1[S:16]([NH:19][N:20]=[C:21]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH2:22][CH:23]([N:26]([CH3:28])[CH3:27])[O:24][CH3:25])(=[O:18])=[O:17])([CH3:3])[CH3:2].C(C1C=C(C(C)C)C=C(C(C)C)C=1S(NN=C(C1C=CC=CC=1)CCN(C)C)(=O)=O)(C)C.C(C1C=C(C(C)C)C=C(C(C)C)C=1S(NN)(=O)=O)(C)C.[ClH:87].CN(C)C(OC)CC(C1C=CC=CC=1)=O>>[ClH:87].[CH:1]([C:4]1[CH:9]=[C:8]([CH:10]([CH3:11])[CH3:12])[CH:7]=[C:6]([CH:13]([CH3:14])[CH3:15])[C:5]=1[S:16]([NH:19][N:20]=[C:21]([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[CH2:22][CH:23]([N:26]([CH3:28])[CH3:27])[O:24][CH3:25])(=[O:17])=[O:18])([CH3:2])[CH3:3]

Participants

5

Reactant 4

HCID 3593332,4,6-TriisopropylbenzenesulphonohydrazideHCID 20133675beta-Dimethylamino-3-methoxypropiophenone hydrochlorideHCID 86741729beta-Dimethylaminopropiophenone 2,4,6-triisopropylbenzenesulphonylhydrazoneHCID 86741732beta-Dimethylamino-3-methoxypropiophenone 2,4,6-triisopropylbenzenesulphonylhydrazone

Product 1

HCID 86741733beta-Dimethylamino-3-methoxypropiophenone 2,4,6-triisopropylbenzenesulphonylhydrazone hydrochloride

Procedure

β-Dimethylamino-3-methoxypropiophenone 2,4,6-triisopropylbenzenesulphonylhydrazone can be prepared by a method similar to that described in Example 22 for the preparation of β-dimethylaminopropiophenone 2,4,6-triisopropylbenzenesulphonylhydrazone, but starting from 2,4,6-triisopropylbenzenesulphonylhydrazine (25.3 g) and β-dimethylamino-3-methoxypropiophenone hydrochloride (20.7 g). In this way β-dimethylamino-3-methoxypropiophenone 2,4,6-triisopropylbenzenesulphonylhydrazone hydrochloride (26.1 g) is obtained in the form of a white solid melting at 188° C.

Sources & evidence

ORD record
ord-1d3fc5ad7af14c82a3794103f5baf764
Source dataset
uspto-grants-1988_07
Patent number
US04755599

Reaction notes

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