Hydrochloric Acid → HCID 57113956, compound

HRID 1413056Notes

Reaction equation

HRID 1413056 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12](=[N:13][CH:14](Cl)[CH2:15][Cl:16])[C:11](=[O:18])[N:10]([CH3:19])[C:9]1=[O:20].[Cl:21][C:22]1[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=1[NH2:24].C(N(CC)CC)C.Cl>C(#N)C.C(OCC)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12](=[N:13][CH:14]([NH:24][C:23]2[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=2[Cl:21])[CH2:15][Cl:16])[C:11](=[O:18])[N:10]([CH3:19])[C:9]1=[O:20]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 72402-ChloroanilineHCID 8471TriethylamineHCID 57185924HCID 57185924, compound

Product 1

HCID 57113956HCID 57113956, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

In this example 0.02 mol of 1-(2-fluorophenyl)-3-methyl-5-(1,2-dichloroethyl)imino-1,3-diazolidine-2,4-dione is dissolved in 20 ml of acetonitrile and then 0.02 of mol of 2-chloroaniline is added. After about 10 minutes, triethylamine is added to neutralize the byproduct HCl produced by the reaction. The mixture is stirred for five hours and 20 ml of ethyl ether is then added. The mixture is filtered and the filtrate evaporated under high vacuum affording 1-(2-fluorophenyl)-3-methyl-5-(1-2'chlorophenylamino-2-chloroethyl)imino-1,3-diazolidine-2,4-dione.

Workup

  1. customproduced by the reaction
  2. filtrationThe mixture is filtered
  3. customthe filtrate evaporated under high vacuum

Sources & evidence

ORD record
ord-d939992063fa46c6bd2784501ddd4f9e
Source dataset
uspto-grants-1981_02
Patent number
US04248620

Reaction notes

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