HCID 21425810, compound → HCID 54056356, compound

HRID 258517Notes

Reaction equation

HRID 258517 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9](=[O:14])[CH2:10]S(C)=O.[C:15]([C:17]1[CH:26]=[CH:25][C:20]([CH:21]=[CH:22][CH:23]=O)=[CH:19][CH:18]=1)#[N:16].COC1C2OC(C=CC3C=CC(C#N)=CC=3)=CC(=O)C=2C=CC=1>>[CH3:8][C:5]1[CH:6]=[CH:7][C:2]2[O:1][C:23]([CH:22]=[CH:21][C:20]3[CH:19]=[CH:18][C:17]([C:15]#[N:16])=[CH:26][CH:25]=3)=[CH:10][C:9](=[O:14])[C:3]=2[CH:4]=1

Participants

4

Reactant 3

HCID 21425810HCID 21425810, compoundHCID 54065145HCID 54065145, compoundHCID 54292473HCID 54292473, compound

Product 1

HCID 54056356HCID 54056356, compound

Procedure

This was prepared by reacting 6.36 g of 2'-hydroxy-5'-methyl-2-(methylsulfinyl)acetophenone with 6.36 g of p-cyanocinnamaldehyde in analogous fashion to 4-[2-(8-methoxy-4-oxo-4H-1-benzopyran-2-yl)ethenyl]benzonitrile. The material was recrystallized from toluene, mp 249°-51°; yield 3.5g (41%) λ max mμ (ε) 219 (19,300); 278 (13,500), 339 (41,000); ν max 825 (m), 980 (m), 1235 (m), 1580 (m), 1630 (m), 1670 (s), 2240 (m) cm-1.

Workup

  1. customThis was prepared
  2. customThe material was recrystallized from toluene, mp 249°-51°

Sources & evidence

ORD record
ord-82a15110e12a49988ae71f185d3b6d15
Source dataset
uspto-grants-1977_07
Patent number
US04033845

Reaction notes

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