1-Piperazinecarboxaldehyde → 1-[(2H)-1,3-benzoxathiol-5-yl methyl]-4-(1,3,4-thiadiazol-2-yl)piperazine

HRID 443379Notes

Reaction equation

HRID 443379 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][N:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[CH:9][C:4]=2[S:3][CH2:2]1.[C:17]1([NH2:28])C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl.[K].ClCC1C=CC2O[CH2:40][S:39]C=2C=1.C([N:45]1CCNCC1)=O>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][N:11]3[CH2:12][CH2:13][N:14]([C:40]4[S:39][CH:17]=[N:28][N:45]=4)[CH2:15][CH2:16]3)=[CH:9][C:4]=2[S:3][CH2:2]1

Participants

6

Reactant 5

HCID 821911-PiperazinecarboxaldehydeHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 5462222PotassiumHCID 234671075-chloromethyl-(2H)-1,3-benzoxathioleHCID 70575074HCID 70575074, compound

Product 1

HCID 705750841-[(2H)-1,3-benzoxathiol-5-yl methyl]-4-(1,3,4-thiadiazol-2-yl)piperazine

Procedure

The starting 1-[(2H)-1,3-benzoxathiol-5-yl methyl]piperazine, M.P. of its dihydrochloride: 275°-278° C., was prepared by hydrolysis with alcoholic potassium hydroxyde of the corresponding formyl derivative, raw oil itself prepared by condensing 5-chloromethyl-(2H)-1,3-benzoxathiole with an excess of 1-formyl piperazine.

Sources & evidence

ORD record
ord-e0fc7b312d8a4377bdcebbb675ba3ae1
Source dataset
uspto-grants-1981_04
Patent number
US04260610

Reaction notes

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