2-Chloro-6-fluorobenzoyl isocyanate → HCID 13472391, compound

HRID 1247909Notes

Reaction equation

HRID 1247909 reaction equation
[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([O:12][C:13]2[C:18]([Cl:19])=[CH:17][C:16]([NH2:20])=[CH:15][N:14]=2)=[CH:4][CH:3]=1.[Cl:21][C:22]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:23]=1[C:24]([N:26]=[C:27]=[O:28])=[O:25]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]([O:12][C:13]2[C:18]([Cl:19])=[CH:17][C:16]([NH:20][C:27]([NH:26][C:24](=[O:25])[C:23]3[C:29]([F:33])=[CH:30][CH:31]=[CH:32][C:22]=3[Cl:21])=[O:28])=[CH:15][N:14]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 130517312-Chloro-6-fluorobenzoyl isocyanateHCID 20280494HCID 20280494, compound

Product 1

HCID 13472391HCID 13472391, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A mixture of 0.5 g. of 2-(4-chloro-5,6,7,8-tetrahydro-1-naphthoxy)-3-chloro-5-aminopyridine and 5 ml. of toluene was heated up to 50°. To this resulting solution was added 0.52 g. of 2-chloro-6-fluorobenzoyl isocyanate in 6 ml. of toluene. The mixture was heated at 80° for 1.5 hours, cooled, and filtered to give 0.7 g. of white crystals; mp. 243.5°-244.5°.

Workup

  1. additionA mixture of 0.5 g
  2. additionTo this resulting solution was added 0.52 g
  3. temperatureThe mixture was heated at 80° for 1.5 hours
  4. temperaturecooled
  5. filtrationfiltered
  6. customto give 0.7 g

Sources & evidence

ORD record
ord-d81645ec96e14906becab3fbe9a47a55
Source dataset
uspto-grants-1985_06
Patent number
US04521426

Reaction notes

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