Veratroyl chloride → HCID 23047242, compound

HRID 2107045Notes

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([CH3:20])[CH3:19].[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][C:31]=1[O:32][CH3:33])[C:26](Cl)=[O:27]>>[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)[N:14]([C:26](=[O:27])[C:25]1[CH:29]=[CH:30][C:31]([O:32][CH3:33])=[C:23]([O:22][CH3:21])[CH:24]=1)[C:13](=[O:18])[C:12]2([CH3:19])[CH3:20]

Participants

Reactant 2

HCID 77070Veratroyl chloride

HCID 15111517HCID 15111517, compound

Product 1

HCID 23047242HCID 23047242, compoundYield 19%

Procedure

Starting from 1,3-dihydro-5-(3,6-dihydro-6-methyl-2-oxo-2H-1,3,4-thiadiazin-5-yl)-3,3 dimethyl-2H-indol-2-one (Example 3) and following the method described in Example 23, but using 3,4-dimethoxy benzoyl chloride instead of isonicotinoyl chloride, afforded the desired compound.

Sources & evidence

ORD record: ord-3ec2315525184d67b1aac5b213ae6008
Source dataset: uspto-grants-1990_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04933336

Reaction notes

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