2-Morpholinoethylamine → 2-Morpholin-4-ylethyl (6-thiocyanato-1,3-benzothiazol-2-yl)carbamate

HRID 1035758

Reaction equation

HRID 1035758 reaction equation
[C:1]1([O:7][C:8](=[O:22])[NH:9][C:10]2[S:11][C:12]3[CH:18]=[C:17]([S:19][C:20]#[N:21])[CH:16]=[CH:15][C:13]=3[N:14]=2)[CH:6]=CC=CC=1.[N:23]1(CCN)[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>>[N:23]1([CH2:6][CH2:1][O:7][C:8](=[O:22])[NH:9][C:10]2[S:11][C:12]3[CH:18]=[C:17]([S:19][C:20]#[N:21])[CH:16]=[CH:15][C:13]=3[N:14]=2)[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 4082852-MorpholinoethylamineHCID 53472570Phenyl(6-thiocyanato-1,3-benzothiazol-2-yl)carbamate

Product 1

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

Procedure

The 2-morpholin-4-ylethyl(6-thiocyanato-1,3-benzothiazol-2-yl)carbamate was prepared according to the method described in Example 9c, but using 654 mg of phenyl(6-thiocyanato-1,3-benzothiazol-2-yl)carbamate and 0.27 cm3 of 2-morpholin-4-ylethanamine. The residue obtained is chromatographed on an Analogix cartridge of 40 g of silica 15-40 μm, elution being carried out with a gradient of dichloromethane then 95/5 dichloromethane/methanol. 729 mg of 2-morpholin-4-ylethyl(6-thiocyanato-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-thiocyanato-1,3-benzothiazol-2-yl)carbamate was prepared
  2. customThe residue obtained
  3. customis chromatographed on an Analogix cartridge of 40 g of silica 15-40 μm, elution

Sources & evidence

ORD record
ord-8530d4e82cc142dc83fe56336bfd36b3
Source dataset
uspto-grants-2013_10
Patent number
US08546393B2

Linked notes

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