Formic Acid → HCID 54293958, compound

HRID 581915Notes

Reaction equation

HRID 581915 reaction equation
[NH2:1][C:2]1[CH:15]=[C:14]([C:16]#[N:17])[CH:13]=[CH:12][C:3]=1[NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([I:11])[CH:6]=1.[CH:18](O)=O>>[C:16]([C:14]1[CH:13]=[CH:12][C:3]2[N:4]([C:5]3[CH:10]=[CH:9][CH:8]=[C:7]([I:11])[CH:6]=3)[CH:18]=[N:1][C:2]=2[CH:15]=1)#[N:17]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 43518101HCID 43518101, compound

Product 1

HCID 54293958HCID 54293958, compound

Conditions

Temperature
90 °C

Procedure

A suspension of 2-amino-(N-(3-iodophenyl))4-cyanoaniline (1,8 g, 5.36 mmol) in formic acid (20 ml) is heated to 80-100° C. for 1.5 hours. The hot reaction mixture is filtered through a cotton pad into ice-water (100 ml). The precipitate is filtered off, washed with water and dried. This crude product is dissolved in dichloromethane and is brought to precipitation by addition of petroleum ether. The product is filtered off and dried. Yield: 1.38 g (75%) of the title compound. Mp. 177-179° C.

Workup

  1. filtrationThe hot reaction mixture is filtered through a cotton pad into ice-water (100 ml)
  2. filtrationThe precipitate is filtered off
  3. washwashed with water
  4. customdried
  5. dissolutionThis crude product is dissolved in dichloromethane
  6. customis brought to precipitation by addition of petroleum ether
  7. filtrationThe product is filtered off
  8. customdried

Sources & evidence

ORD record
ord-4f6d6869e7ef45668bfcbfde9ef9e13b
Source dataset
uspto-grants-1999_07
Patent number
US05922725

Reaction notes

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