Triethyl orthoacetate → HCID 14969936, compound

HRID 461851Notes

Reaction equation

HRID 461851 reaction equation
[NH:1]([C:3]1[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:6]=2[N:7]=1)[NH2:2].[C:13](OCC)(OCC)(OCC)[CH3:14]>C1(C)C(C)=CC=CC=1>[CH3:13][C:14]1[N:7]2[C:3]([S:4][C:5]3[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:6]=32)=[N:1][N:2]=1

Participants

4

Reactant 2

HCID 66221Triethyl orthoacetateHCID 883942(3H)-Benzothiazolone, 4-methyl-, hydrazone

Product 1

HCID 14969936HCID 14969936, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 6.1 grams of 2-hydrazino-4-methylbenzothiazole (0.034 mole) and 6.4 grams of triethyl orthoacetate (0.04 mole) in 200 milliliters of xylene was brought to reflux temperature over a period of 5 hours and thereafter refluxed for 96 hours. The reaction mixture was then concentrated to one-fourth of the original volume and allowed to cool to room temperature. The 3,5-dimethyl-s-triazolo(3,4-b)benzothiazole product was separated by filtration, 4 grams, m.p., 196°-8° C.

Workup

  1. temperatureto reflux temperature over a period of 5 hours
  2. temperaturerefluxed for 96 hours
  3. concentrationThe reaction mixture was then concentrated to one-fourth of the original volume
  4. customThe 3,5-dimethyl-s-triazolo(3,4-b)benzothiazole product was separated by filtration, 4 grams
  5. custom196°-8° C.

Sources & evidence

ORD record
ord-326ab71b0d03472a970cfa6660805e6f
Source dataset
uspto-grants-1977_12
Patent number
US04064261

Reaction notes

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