Diethyl (ethoxymethylene)malonate → 1,3-Diethyl 2-[[[5-chloro-3-(methoxycarbonyl)-2-thienyl]amino]methylene]propanedioate

HRID 1679116Notes

Reaction equation

HRID 1679116 reaction equation
[NH2:1][C:2]1[S:3][C:4]([Cl:11])=[CH:5][C:6]=1[C:7]([O:9][CH3:10])=[O:8].C(O[CH:15]=[C:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])C>>[Cl:11][C:4]1[S:3][C:2]([NH:1][CH:15]=[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=1

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 13217726Methyl 2-amino-5-chlorothiophene-3-carboxylate

Product 1

HCID 132177281,3-Diethyl 2-[[[5-chloro-3-(methoxycarbonyl)-2-thienyl]amino]methylene]propanedioate

Procedure

Reaction of methyl 2-amino-5-chlorothiophene-3-carboxylate with diethyl ethoxymethylenemalonate is a similar manner to that used in Reference Example 10 yields diethyl (5-chloro-3-methoxycarbonylthienyl)aminomethylenemalonate as crystals melting at 89.5°-90.5° C.

Sources & evidence

ORD record
ord-7eb0eac976954672a063fc19d2781a76
Source dataset
uspto-grants-1978_03
Patent number
US04079060

Reaction notes

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