Benzo(d)thiazol-2-amine → HCID 22797770, compound

HRID 2398722Notes

Reaction equation

HRID 2398722 reaction equation
[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:8][O:7][CH:6]1[N:19]=[C:20]=[S:21])(=[O:3])[CH3:2].[NH2:22][C:23]1[S:24][C:25]2[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=2[N:27]=1>C1(C)C(C)=CC=CC=1>[C:1]([O:4][C@H:5]1[C@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:8][O:7][C@@H:6]1[NH:19][C:20]([NH:22][C:23]1[S:24][C:25]2[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=2[N:27]=1)=[S:21])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 8706Benzo(d)thiazol-2-amineHCID 21155419HCID 21155419, compound

Product 1

HCID 22797770HCID 22797770, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To 15 ml of anhydrous xylene were added 320 mg (1 mmol) of 2,3,4-tri-O-acetyl-D-arabinopyranosyl isothiocyanate and 150 mg (1 mmol) of 2-aminobenzothiazole (MW 150) and the mixture was treated in the same manner as that used in Example 4, yielding a syrup. The syrup was purified by column chromatography on silica-gel using benzene-acetone as eluent to give the tilted compound from the fraction of benzene-acetone (9:1). Yield: 110 mg (24%).

Workup

  1. additionthe mixture was treated in the same manner as
  2. customyielding a syrup
  3. customThe syrup was purified by column chromatography on silica-gel
  4. customto give the tilted compound from the fraction of benzene-acetone (9:1)

Sources & evidence

ORD record
ord-345f4911ac1348fc889d62d22db48599
Source dataset
uspto-grants-1977_05
Patent number
US04025622

Reaction notes

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