1,4-Dimercapto-2,3-butanediol → 1-(2-Morpholin-4-ylethyl)-3-(6-sulphanyl-1,3-benzothiazol-2-yl)urea

HRID 633481Notes

Reaction equation

HRID 633481 reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][C:10]([NH:12][C:13]2[S:14][C:15]3[CH:21]=[C:20]([S:22]C#N)[CH:19]=[CH:18][C:16]=3[N:17]=2)=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.SCC(C(CS)O)O>P([O-])(O)(O)=O.[K+]>[N:1]1([CH2:7][CH2:8][NH:9][C:10]([NH:12][C:13]2[S:14][C:15]3[CH:21]=[C:20]([SH:22])[CH:19]=[CH:18][C:16]=3[N:17]=2)=[O:11])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 190011,4-Dimercapto-2,3-butanediolHCID 866478772-({[2-(Morpholin-4-yl)ethyl]carbamoyl}amino)-1,3-benzothiazol-6-yl thiocyanate

Product 1

HCID 866478761-(2-Morpholin-4-ylethyl)-3-(6-sulphanyl-1,3-benzothiazol-2-yl)ureaYield 75.5%

Reagents, catalysts & solvents 1

HCID 516951Monobasic potassium phosphateCatalyst

Procedure

The 1-(2-morpholin-4-ylethyl)-3-(6-sulphanyl-1,3-benzothiazol-2-yl)urea was prepared according to the method described in Example 1b, but using 900 mg of 2-{[(2-morpholin-4-ylethyl)carbamoyl]amino}-1,3-benzothiazol-6-yl thiocyanate, 11 mg of potassium dihydrogen phosphate and 1.1 g of DL-dithiothreitol. 633 mg of 1-(2-morpholin-4-ylethyl)-3-(6-sulphanyl-1,3-benzothiazol-2-yl)urea are thus obtained in the form of a white solid, the characteristics of which are as follows:

Workup

  1. customThe 1-(2-morpholin-4-ylethyl)-3-(6-sulphanyl-1,3-benzothiazol-2-yl)urea was prepared

Sources & evidence

ORD record
ord-737d52b4eae84b988a81a6f8d30b95ab
Source dataset
uspto-grants-2016_04
Patent number
US09321777B2

Reaction notes

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