Dimethylformamide → HCID 178507935, compound

HRID 46952

Reaction equation

HRID 46952 reaction equation
[Cl:1][C:2]1C=C2C(OC(=O)NC2=[CH:4][CH:3]=1)=O.[C:14](#[N:18])[CH2:15][C:16]#N.C([N:21]([CH2:24][CH3:25])CC)C.CN(C)[CH:28]=[O:29]>Br>[NH2:21][C:24]1[CH:25]=[C:28]([OH:29])[C:15]2[C:14](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:16]=2)[N:18]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8010MalononitrileHCID 8471TriethylamineHCID 784805-Chloroisatoic anhydride

Product 1

HCID 178507935HCID 178507935, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

Following the procedure of Example 2, 5-chloroisatoic anhydride (19.8 g., 0.1 mole), malononitrile (7.3 g., 0.11 mole) and triethylamine (11.1 g., 0.11 mole) are reacted together in N,N-dimethylformamide (200 ml.) to give 20 g. of product. Five grams of said product are refluxed for 22 hours in 48% hydrobromic acid (175 ml.) to give 4.2 g. (86%) yield of title product; m.p. 356° C. (dec.).

Workup

  1. customto give 20 g
  2. customto give 4.2 g

Sources & evidence

ORD record
ord-b90080cd45e54ad095185fcba285c747
Source dataset
uspto-grants-1979_11
Patent number
US04175193

Linked notes

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