Formic Acid → 1-Pentanol

HRID 1591284Notes

Reaction equation

HRID 1591284 reaction equation
[CH:1](O)=[O:2].C(O[C:8](=[O:10])[CH3:9])(=O)C.[NH2:11][C:12]1[S:13][CH:14]=[C:15]([O:19][CH2:20][CH3:21])[C:16]=1[C:17]#[N:18]>O>[CH:1]([NH:11][C:12]1[S:13][CH:14]=[C:15]([O:19][CH2:20][CH3:21])[C:16]=1[C:17]#[N:18])=[O:2].[CH2:8]([OH:10])[CH2:9][CH2:14][CH2:15][CH3:16]

Participants

6

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 137423802-Amino-4-ethoxythiophene-3-carbonitrile

Product 2

HCID 62761-PentanolHCID 13742382HCID 13742382, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

200 parts of formic acid are added dropwise to 500 parts of acetic anhydride at room temperature, and 168 parts of 2-amino-3-cyano-4-ethoxythiophene are introduced after 2 hours. The mixture is stirred for 4 hours at 50° C., after which 1000 parts of water are run into the hot mixture. The mixture is cooled and the product is then filtered off under suction, washed with water and dried. 174 parts of 2-formylamino-3-cyano-4-ethoxythiophene of melting point 191°-192° C. (from pentanol) are obtained.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationthe product is then filtered off under suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-8a91f6767cb24a1ebf79699d8a5ea29b
Source dataset
uspto-grants-1993_04
Patent number
US05206375

Reaction notes

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