3-Phenylprop-2-enoyl chloride → HCID 131710542, compound

HRID 1730917Notes

Reaction equation

HRID 1730917 reaction equation
[CH3:1][N:2]([CH3:13])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1.[C:14]([Cl:24])(=[O:23])[CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[ClH:24].[CH3:1][N:2]([CH3:13])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:14](=[O:23])[CH:15]=[CH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 660233-Phenylprop-2-enoyl chlorideHCID 64846554-[2-(Dimethylamino)ethoxy]aniline

Product 1

HCID 131710542HCID 131710542, compoundYield 100.3%

Procedure

The reaction between 27.0g of 4-[2-(dimethylamino)-ethoxy]benzenamine and 24.9g of cinnamoyl chloride (using the procedure of Example 4, part b) gives 52.0g of crystals, melting point 257°-259° C, dec. Crystallization from a solution of 500 ml of methanol and 30 ml of water yields 43.1g of product, melting point 263°-265° C.

Sources & evidence

ORD record
ord-204a412e6e2e4434b51476aa30c65840
Source dataset
uspto-grants-1976_11
Patent number
US03994900

Reaction notes

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