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

HRID 633486Notes

Reaction equation

HRID 633486 reaction equation
[S:1]([C:4]1[CH:24]=[CH:23][C:7]2[N:8]=[C:9]([NH:11][C:12](=[O:22])[O:13][CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[S:10][C:6]=2[CH:5]=1)C#N.SCC(C(CS)O)O>P([O-])(O)(O)=O.[K+]>[SH:1][C:4]1[CH:24]=[CH:23][C:7]2[N:8]=[C:9]([NH:11][C:12](=[O:22])[O:13][CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[S:10][C:6]=2[CH:5]=1

Participants

4

Reactant 2

HCID 190011,4-Dimercapto-2,3-butanediolHCID 867070062-Morpholin-4-ylethyl (6-thiocyanato-1,3-benzothiazol-2-yl)carbamate

Product 1

HCID 867070052-Morpholin-4-ylethyl (6-sulphanyl-1,3-benzothiazol-2-yl)carbamateYield 173.7%

Reagents, catalysts & solvents 1

HCID 516951Monobasic potassium phosphateCatalyst

Procedure

The 2-morpholin-4-ylethyl (6-sulphanyl-1,3-benzothiazol-2-yl)carbamate was prepared according to the method described in Example 1b, but using 547 mg of 2-morpholin-4-ylethyl (6-thiocyanato-1,3-benzothiazol-2-yl)carbamate, 12 mg of potassium dihydrogen phosphate and 1.16 g of DL-dithiothreitol. 885 mg of 2-morpholin-4-ylethyl (6-sulphanyl-1,3-benzothiazol-2-yl)carbamate are thus obtained in the form of a white solid, the characteristics of which are as follows:

Workup

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

Sources & evidence

ORD record
ord-48aab0433a234f78a9ca483ca94cb326
Source dataset
uspto-grants-2016_04
Patent number
US09321777B2

Reaction notes

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