Nitric Acid → 4-(3-Chloropropoxy)-5-methoxy-2-nitrobenzonitrile

HRID 1801486Notes

Reaction equation

HRID 1801486 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][CH2:14][Cl:15])[C:6]#[N:7].[N+:16]([O-])([OH:18])=[O:17]>>[N+:16]([C:8]1[CH:9]=[C:10]([O:11][CH2:12][CH2:13][CH2:14][Cl:15])[C:3]([O:2][CH3:1])=[CH:4][C:5]=1[C:6]#[N:7])([O-:18])=[O:17]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 16789618HCID 16789618, compound

Product 1

HCID 534163664-(3-Chloropropoxy)-5-methoxy-2-nitrobenzonitrile

Conditions

Temperature
30 °C

Procedure

3-methoxy-4-chloropropoxybenzonitrile (1.350 g, 6 mmol) and nitric acid (6 mL) were added into a round bottom flask. The solution was heated to 30° C. while stirring to react for 2 h, then poured into ice-water, filtered, washed with water and air-dried to yield light yellow solid product (1.555 g) with a recovery rate of 96%.

Workup

  1. customto react for 2 h
  2. filtrationfiltered
  3. washwashed with water
  4. customair-dried

Sources & evidence

ORD record
ord-093082957f7947c6a86b589579c9b011
Source dataset
uspto-grants-2013_01
Patent number
US08349835B2

Reaction notes

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