Ethanol → HCID 131710035, compound

HRID 1578672Notes

Reaction equation

HRID 1578672 reaction equation
[C:1]([C:5]1[CH:26]=[CH:25][C:8]([C:9]([NH:11][NH:12][C:13](=O)[C:14]2[CH:19]=[CH:18][C:17]([C:20]([O:22][CH3:23])=[O:21])=[CH:16][CH:15]=2)=O)=[CH:7][CH:6]=1)([O:3][CH3:4])=[O:2].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:28].C(O)C.C(=O)(O)[O-].[Na+]>N1C=CC=CC=1>[CH3:23][O:22][C:20](=[O:21])[C:17]1[CH:18]=[CH:19][C:14]([C:13]2[S:28][C:9]([C:8]3[CH:25]=[CH:26][C:5]([C:1]([O:3][CH3:4])=[O:2])=[CH:6][CH:7]=3)=[N:11][N:12]=2)=[CH:15][CH:16]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 14817Phosphorus sulfide (P2S5)HCID 903301,4-Benzenedicarboxylic acid, monomethyl ester, 2-[4-(methoxycarbonyl)benzoyl]hydrazideHCID 516892Sodium Bicarbonate

Product 1

HCID 131710035HCID 131710035, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1,2-di(4-Carbomethoxybenzoyl)hydrazine (A), prepared as in Example 1, in pyridine was refluxed with phosphorus pentasulfide for 15 hours. The mixture was cooled and poured into 20% ethanol. After the solution was neutralized with sodium bicarbonate, the product, dimethyl-4,4'-(1,3,4-thiadiazol-2,5-diyl)dibenzoate (D), was obtained by filtration (m.p. 268°-270°, yiled 60%). Then III was obtained by reacting D in a similar manner as in Example 1 (m.p. >300°, 60%).

Workup

  1. temperatureThe mixture was cooled

Sources & evidence

ORD record
ord-4bdaf44736e14ef495015b220c66d934
Source dataset
uspto-grants-1976_02
Patent number
US03939115

Reaction notes

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