Hydrochloric Acid → HCID 54508334, compound

HRID 437837Notes

Reaction equation

HRID 437837 reaction equation
[C:1]1(=O)[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[C:12]([CH2:14]C(O)=O)#[N:13].O.Cl>N1C=CC=CC=1>[C:12]([CH:14]=[C:1]1[C:2]2[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[O:6]1)#[N:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6811Phthalic AnhydrideHCID 9740Cyanoacetic acid

Product 1

HCID 54508334HCID 54508334, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A finely powdered mixture of phthalic anhydride (34 g.; 0.23 mole) and cyanoacetic acid (22 g.; 0.26 mole) was dissolved in dry pyridine (28 ml) and the mixture stirred for 6 hours at 60°-70° C. After cooling overnight the dark solid was treated with water (800 ml) and brought to pH 4-5 with hydrochloric acid. The resulting yellow solid was filtered off, washed well with water and recrystallised from glacial acetic acid, m.p. 178°-180° C. (lit. m.p. 195° C.).

Workup

  1. temperatureAfter cooling overnight the dark solid
  2. filtrationThe resulting yellow solid was filtered off
  3. washwashed well with water
  4. customrecrystallised from glacial acetic acid, m.p. 178°-180° C. (lit. m.p. 195° C.)

Sources & evidence

ORD record
ord-0f4039eb2ecb44af8a62c49a546b09eb
Source dataset
uspto-grants-1977_06
Patent number
US04032544

Reaction notes

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