1,4-Dimercapto-2,3-butanediol → HCID 68631869, compound

HRID 1035765Notes

Reaction equation

HRID 1035765 reaction equation
[CH3:1][C:2]([N:5]([C:9]1[S:10][C:11]2[CH:17]=[C:16]([S:18][C:19]3[N:23]4[N:24]=[C:25]([N:28]5[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]5)[CH:26]=[CH:27][C:22]4=[N:21][N:20]=3)[CH:15]=[CH:14][C:12]=2[N:13]=1)[C:6](=[O:8])[O-:7])([CH3:4])[CH3:3].CC(N(C1SC2C=C(SC#N)C=CC=2N=1)C(=O)[O-])(C)C.P([O-])(O)(O)=O.[K+].SCC(C(CS)O)O.[Cl:69]C1N2N=C(N3CCN(C)CC3)C=CC2=NN=1>O.C(O)C>[ClH:69].[CH3:4][C:2]([N:5]([C:9]1[S:10][C:11]2[CH:17]=[C:16]([S:18][C:19]3[N:23]4[N:24]=[C:25]([N:28]5[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]5)[CH:26]=[CH:27][C:22]4=[N:21][N:20]=3)[CH:15]=[CH:14][C:12]=2[N:13]=1)[C:6](=[O:7])[OH:8])([CH3:1])[CH3:3]

Participants

8

Reactant 5

HCID 190011,4-Dimercapto-2,3-butanediolHCID 3136253-chloro-6-(4-methylpiperazin-1-yl)[1,2,4]triazolo[4,3-b]pyridazineHCID 516951Monobasic potassium phosphateHCID 86647887HCID 86647887, compoundHCID 86647888HCID 86647888, compound

Product 1

HCID 68631869HCID 68631869, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The 1,1-dimethylethyl(6-{[6-(4-methylpiperazin-1-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-yl)carbamate can be prepared according to the method described in Example 17a, but using 565 mg of 1,1-dimethylethyl(6-thiocyanato-1,3-benzothiazol-2-yl)carbamate (prepared according to Example 2c), 16 cm3 of ethanol, 16 mg of potassium dihydrogen phosphate in 1.6 cm3 of water, 924 mg of DL-dithiothreitol and 505 mg of 3-chloro-6-(4-methylpiperazin-1-yl)[1,2,4]triazolo[4,3-b]pyridazine. 246 mg of 1,1-dimethylethyl(6-{[6-(4-methylpiperazin-1-yl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-yl)carbamate hydrochloride are thus obtained in the form of a white solid, the characteristics of which are as follows:

Sources & evidence

ORD record
ord-20f035a8e73a415595aea4ba310fab18
Source dataset
uspto-grants-2013_10
Patent number
US08546393B2

Reaction notes

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