HCID 21828246, compound → HCID 54247344, compound

HRID 258516Notes

Reaction equation

HRID 258516 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10](=O)[CH2:11]S(C)=O.[C:16]([C:18]1[CH:27]=[CH:26][C:21]([CH:22]=[CH:23][CH:24]=O)=[CH:20][CH:19]=1)#[N:17].COC1C2OC(C=CC3C=CC(C#N)=CC=3)=CC(=O)C=2C=CC=1>>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]2[O:1][C:24]([CH:23]=[CH:22][C:21]3[CH:20]=[CH:19][C:18]([C:16]#[N:17])=[CH:27][CH:26]=3)=[CH:11][CH2:10][C:3]=2[CH:4]=1

Participants

4

Reactant 3

HCID 21828246HCID 21828246, compoundHCID 54065145HCID 54065145, compoundHCID 54292473HCID 54292473, compound

Product 1

HCID 54247344HCID 54247344, compound

Procedure

This was prepared by reacting 11.4g of 2'-hydroxy-5'-methoxy-2-(methylsulfinyl)acetophenone with 7.85 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 224°-26°; yield 6.5g (43%); λ max mμ (ε) 224 (20,600), 294 (21,900), 332 (43,500); ν max 820 (m), 980 (ms), 1080 (m), 1290 (m), 1580 (m), 1620 (s), 1645 (s), 2240 (m) cm-1.

Workup

  1. customThis was prepared
  2. customThe material was recrystallized from toluene

Sources & evidence

ORD record
ord-bc210371ef2e4d3d8484d75b4108a726
Source dataset
uspto-grants-1977_07
Patent number
US04033845

Reaction notes

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