Diethyl (cyanomethyl)phosphonate → HCID 23361360, compound

HRID 233306Notes

Reaction equation

HRID 233306 reaction equation
[CH3:1][C:2]1[S:6][C:5]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[CH:17]=O)=[CH:11][CH:10]=2)=[N:4][C:3]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[C:25]([CH2:27]P(=O)(OCC)OCC)#[N:26]>>[CH3:1][C:2]1[S:6][C:5]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[CH:17]=[CH:27]/[C:25]#[N:26])=[CH:11][CH:10]=2)=[N:4][C:3]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 75676Diethyl (cyanomethyl)phosphonateHCID 23361355HCID 23361355, compound

Product 1

HCID 23361360HCID 23361360, compound

Procedure

According to the method described for Reference Example 35, (E)-3-[4-(5-methyl-4-phenyl-2-thiazolylmethoxy)phenyl]-2-propen-1-al was allowed to react with diethyl cyanomethylphosphonate to give (E,E)-5-[4-(5-methyl-4-phenyl-2-thiazolylmethoxy)phenyl]-2,4-pentadienenitrile. Recrystallization from ethyl acetate--ether gave colorless prisms, m.p.108°-109° C.

Sources & evidence

ORD record
ord-acc5f792262a414495fc363e6dcc48aa
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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