2-(1,3-Benzothiazol-2-yl)acetonitrile → alpha-[Benzthiazol-2-yl]-alpha-oximino-acetonitrile

HRID 986717Notes

Reaction equation

HRID 986717 reaction equation
[N:1]([O-:3])=O.[Na+].[C:5]([CH2:7][C:8]1[S:9][C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=1)#[N:6]>O.C(O)(=O)C>[S:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=[C:8]1[C:7](=[N:1][OH:3])[C:5]#[N:6]

Participants

5

Reactant 2

HCID 3424652-(1,3-Benzothiazol-2-yl)acetonitrileHCID 23668193Sodium Nitrite

Product 1

HCID 686137alpha-[Benzthiazol-2-yl]-alpha-oximino-acetonitrile

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of 7.8 g (0.1 mol) of NaNO2 in 20 ml of water is added dropwise at room temperature to 17.4 g (0.1 mol) of 2-cyanomethyl-benzthiazole in 50 ml of glacial acetic acid. The end product is filtered off after 2 hours and washed with water: 19.5 g (96% of theory), melting point >170° (decomposition).

Workup

  1. filtrationThe end product is filtered off after 2 hours
  2. washwashed with water

Sources & evidence

ORD record
ord-e55421eabc4f435d97086973fdfc5dd0
Source dataset
uspto-grants-1987_12
Patent number
US04715883

Reaction notes

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