Triethyl orthoacetate → HCID 23459925, compound

HRID 2287222Notes

Reaction equation

HRID 2287222 reaction equation
[NH:1]([C:3]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)=[CH:7][N:6]=[CH:5][N:4]=1)[NH2:2].[C:19](OCC)(OCC)(OCC)[CH3:20]>>[CH3:19][C:20]1[N:4]2[CH:5]=[N:6][CH:7]=[C:8]([C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=3)[C:3]2=[N:1][N:2]=1

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 23459944HCID 23459944, compound

Product 1

HCID 23459925HCID 23459925, compound

Procedure

A mixture of 1.0 g. of 4-hydrazino-5-(3-trifluoromethylphenyl)pyrimidine and 10-12 ml. of triethyl orthoacetate is stirred at room temperature. Complete solution is effected in about 10 minutes and stirring is continued for an additional 30-40 minutes until a new precipitate begins to form. This precipitate is collected in 3 crops over a 4 hour period to yield 0.85 g. (77%) of product. The product is recrystallized from chloroform-hexane to give the title compound, m.p. 157°-159° C.

Workup

  1. additionA mixture of 1.0 g
  2. waitis continued for an additional 30-40 minutes until a new precipitate
  3. customto form
  4. customThis precipitate is collected in 3 crops over a 4 hour period
  5. customto yield 0.85 g
  6. customThe product is recrystallized from chloroform-hexane

Sources & evidence

ORD record
ord-0f4c50a46d4b43b6a73afa8e6c7aeed4
Source dataset
uspto-grants-1981_05
Patent number
US04269980

Reaction notes

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