3-Chlorobenzaldehyde → HCID 19871209, compound

HRID 329872Notes

Reaction equation

HRID 329872 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[C:10]([O:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][N:22]([CH:25]([C:33]2[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=2)[C:26]2[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][CH:27]=2)[CH2:21][CH2:20]1)(=[O:15])[CH2:11][C:12]([CH3:14])=O.[NH2:40]/[C:41](/[CH3:48])=[CH:42]\[C:43]([O:45][CH2:46][CH3:47])=[O:44]>C(O)(C)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]2[C:42]([C:43]([O:45][CH2:46][CH3:47])=[O:44])=[C:41]([CH3:48])[NH:40][C:12]([CH3:14])=[C:11]2[C:10]([O:16][CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][N:22]([CH:25]([C:26]3[CH:27]=[CH:28][C:29]([CH3:32])=[CH:30][CH:31]=3)[C:33]3[CH:34]=[CH:35][C:36]([CH3:39])=[CH:37][CH:38]=3)[CH2:21][CH2:20]2)=[O:15])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 114773-ChlorobenzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 19871204HCID 19871204, compound

Product 1

HCID 19871209HCID 19871209, compoundYield 48.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of m-chlorobenzaldehyde, 2-[4-(4,4'-dimethylbenzhydryl)-1-piperazinyl]ethyl acetoacetate and ethyl 3-aminocrotonate was worked up in isopropyl alcohol in the same manner as Example 1 to give 2-[4-(4,4'-dimethylbenzhydryl)-1-piperazinyl]ethyl ethyl 4-(3-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate as a colorless powder, m.p. 79°-81° C. (sintering). Yield 48.4%. IR(Nujol)cm-1 : 3330, 1680. NMR(CDCl3) δ: 1.16(3H,t,J=7,--CH2CH3), 2.22(6H,s, ##STR44## 2.28(6H,s, ##STR45## 4.05(2H,q,J=7,--CH2CH3), 4.08(1H,s,>N--CH<), 4.11(2H,t,J=6,--COOCH2CH2 --), 4.93(1H,s,C(4) --H), 5.64(1H, broad s, NH).

Sources & evidence

ORD record
ord-1edacb3dab2d49999c5923a91d69b895
Source dataset
uspto-grants-1990_01
Patent number
US04892875

Reaction notes

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