Phenylacetyl chloride → HCID 23047262, compound

HRID 2107042Notes

Reaction equation

HRID 2107042 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].[H-].[K+].[C:23]1([CH2:29][C:30](Cl)=[O:31])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[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:30]([CH2:29][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:31])[C:13](=[O:18])[C:12]2([CH3:19])[CH3:20]

Participants

4

Reactant 3

HCID 7679Phenylacetyl chlorideHCID 82127Potassium hydride2×HCID 15111517HCID 15111517, compound

Product 1

HCID 23047262HCID 23047262, compound

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), this compound was synthesised according to the method described for Example 23 using only one equivalent of potassium hydride and phenylacetyl chloride instead of isonicotinoyl chloride. If an excess of potassium hydride is used in this reaction (2 equivalents) a by-product (described in Example 28) is obtained as the major fraction.

Workup

  1. customthis compound was synthesised
  2. customis obtained as the major fraction

Sources & evidence

ORD record
ord-552b66937f6b4634a76b35243a51ab1b
Source dataset
uspto-grants-1990_06
Patent number
US04933336

Reaction notes

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