4-Chlorophenyl Isocyanate → HCID 10432393, compound

HRID 620588Notes

Reaction equation

HRID 620588 reaction equation
[NH2:1][CH:2]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[NH:4][C:3]1=[O:20].[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]=[C:29]=[O:30])=[CH:24][CH:23]=1>O1CCCC1>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:1][CH:2]2[N:8]=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[F:15])[C:6]3[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=3[NH:4][C:3]2=[O:20])=[O:30])=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 156371501,3-dihydro-5-(2-fluorophenyl)-3-amino-2H-1,4-benzodiazepin-2-one

Product 1

HCID 10432393HCID 10432393, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 85 mg (0.315 mmole) of 1,3-dihydro-3(RS)-amino-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-one in 8 ml of dry tetrahydrofuran was added 4-chlorophenylisocyanate (40 μl, 0.315 mmole) at room temperature. Within 15 minutes a flocculant, white precipitate formed. Stirring was continued for 8 hours more and the reaction mixture was filtered. The collected solids were washed with hot methanol and dried in vacuo to give the analytical product: m.p. 278° C. NMR (DMSO-d6): Confirms structure assignment of product.

Workup

  1. customWithin 15 minutes a flocculant, white precipitate formed
  2. filtrationmore and the reaction mixture was filtered
  3. washThe collected solids were washed with hot methanol
  4. customdried in vacuo
  5. customto give the analytical product

Sources & evidence

ORD record
ord-cbf597cc24394d528eba33ada7c1bba6
Source dataset
uspto-grants-1989_04
Patent number
US04820834

Reaction notes

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