Acetic Anhydride → 2-(Acetylamino)-1,3-benzothiazol-6-yl thiocyanate

HRID 633494

Reaction equation

HRID 633494 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH2:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([S:18][C:19]#[N:20])[CH:15]=[CH:14][C:12]=2[N:13]=1>N1C=CC=CC=1>[C:5]([NH:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([S:18][C:19]#[N:20])[CH:15]=[CH:14][C:12]=2[N:13]=1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 816002-Amino-6-thiocyanato-1,3-benzothiazole

Product 1

HCID 8150982-(Acetylamino)-1,3-benzothiazol-6-yl thiocyanate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5 cm3 of acetic anhydride are added dropwise to 7 cm3 of pyridine at 20° C. After 5 min, 1 g of 2-amino-6-thiocyanatobenzothiazole (commercial) is added. The yellow suspension is stirred for 4 h and then concentrated to dryness under vacuum. The residue is made into a paste in ethyl ether. The insoluble material is isolated by filtration, to give 1.1 g of 2-(acetylamino)-1,3-benzothiazol-6-ylthiocyanate in the form of a yellow solid, the characteristics of which are as follows:

Workup

  1. concentrationconcentrated to dryness under vacuum
  2. customThe insoluble material is isolated by filtration

Sources & evidence

ORD record
ord-a2f6fd3cde9745c5a6f895980ce388d4
Source dataset
uspto-grants-2016_04
Patent number
US09321777B2

Linked notes

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