Methanol → Propanedinitrile, 2(3H)-benzoxazolylidene-

HRID 866291Notes

Reaction equation

HRID 866291 reaction equation
CS[C:3](SC)=[C:4]([C:7]#[N:8])[C:5]#[N:6].[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18].CO>C(O)C>[O:18]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][C:3]1=[C:4]([C:7]#[N:8])[C:5]#[N:6]

Participants

5

Reactant 3

HCID 887MethanolHCID 58012-AminophenolHCID 992292-(Bis(methylsulfanyl)methylidene)propanedinitrile

Product 1

HCID 5012293Propanedinitrile, 2(3H)-benzoxazolylidene-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.5 g. (0.05 M) of 3,3-bis(methylthio)-2-cyanoacrylonitrile and 6.0 g. (0.055 M) of 2-aminophenol in 200 ml. of methanol or ethanol are held under reflux for 4 hours, subsequently evaporated to dryness in vacuo and the resulting residue is made into a paste with 20 ml. of methanol or ethanol. The resulting crystals are filtered off under suction, washed with 10 ml. of ethanol and dried. There is obtained crude 2-benzoxazolinylidene-malononitrile of melting point ca. 240°-300° C. (dec.).

Workup

  1. temperatureunder reflux for 4 hours
  2. customsubsequently evaporated to dryness in vacuo
  3. filtrationThe resulting crystals are filtered off under suction
  4. washwashed with 10 ml
  5. dry with materialof ethanol and dried

Sources & evidence

ORD record
ord-3d898f8e6da340d7847c7e3d3b694a29
Source dataset
uspto-grants-1978_07
Patent number
US04098598

Reaction notes

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