3,5-Dichloroaniline → HCID 178431801, compound

HRID 2199068Notes

Reaction equation

HRID 2199068 reaction equation
[CH3:1][C:2]12[C:9](=[O:10])[O:8][C:6](=[O:7])[C:3]1([CH3:11])[CH2:4][CH2:5]2.[Cl:12][C:13]1[CH:14]=[C:15]([CH:17]=[C:18]([Cl:20])[CH:19]=1)[NH2:16]>>[Cl:12][C:13]1[CH:14]=[C:15]([N:16]=[C:9]([C:2]2([CH3:1])[CH2:5][CH2:4][C:3]2([CH3:11])[C:6]([OH:8])=[O:7])[OH:10])[CH:17]=[C:18]([Cl:20])[CH:19]=1

Participants

3

Reactant 2

HCID 122813,5-DichloroanilineHCID 123563691,5-Dimethyl-3-oxabicyclo[3.2.0]heptane-2,4-dione

Product 1

HCID 178431801HCID 178431801, compoundYield 34%

Procedure

7.7 g (0.05 mol) of 1,2-dimethylcyclobutane-1,2-dicarboxylic acid anhydride with 8.1 (0.05 mol) of 3,5-dichloroaniline are heated for 8 hours at 180° C. After cooling, the crude product is recrystallised from ethyl acetate to obtain 5.1 g (34% of theory) of 1,2-dimethylcyclobutane-1,2-dicarboxylic acid-(3,5-dichlorophenyl)-imide, the properties of which are identical to those of the compound produced according to Example 1.

Workup

  1. temperatureAfter cooling
  2. customthe crude product is recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-cb9bc12a84524652b1e37eb74e8a3513
Source dataset
uspto-grants-1982_11
Patent number
US04361576

Reaction notes

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