Hydrochloric Acid → HCID 86663294, compound

HRID 2364918Notes

Reaction equation

HRID 2364918 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[CH:6][C:7]=1[N:8]=[O:9].C1N2CN3CN(C2)CN1C3.Cl.FC(F)(F)[C:24](O)=[O:25]>>[OH:10][C:4]1[CH:3]=[C:2]([CH3:1])[C:7]([N:8]=[O:9])=[CH:6][C:5]=1[CH:24]=[O:25]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acidHCID 11981m-Cresol, 4-nitroso-

Product 1

HCID 86663294HCID 86663294, compound

Procedure

In a 500 mL recovery flask, 5.0 g (36.5 mmol) of 3-methyl-4-nitrosophenol (manufacture by Aldrich Inc.) and 7.63 g (54.7 mmol, 1.5 eq) of hexamethylenetetramine (manufactured by Tokyo Chemical Industry Co., Ltd.) were dissolved in 100 ml of trifluoroacetic acid (manufactured by Kanto Chemical Co., Inc.) and reacted at 95° C. for 10 hours. After the reaction was completed, in an ice bath, 200 ml of 1 N hydrochloric acid was added thereto and the resultant was stirred for 15 minutes. After the stirring, the resultant was extracted with chloroform to obtain an extract. The extract was washed with hydrochloric acid and unsaturated saline, thereby obtaining 1.51 g (9.13 mmol) of 2-hydroxy-4-methyl-5-nitroso-benzaldehyde.

Workup

  1. customreacted at 95° C. for 10 hours
  2. customAfter the reaction was completed, in an ice bath
  3. extractionAfter the stirring, the resultant was extracted with chloroform
  4. customto obtain an extract
  5. washThe extract was washed with hydrochloric acid and unsaturated saline

Sources & evidence

ORD record
ord-fa8f6d1729be43beaf7462ef68863f10
Source dataset
uspto-grants-2014_04
Patent number
US08697332B2

Reaction notes

Loading…