4-Chlorophenyl Isocyanate → HCID 10432393, compound

HRID 1084555Notes

Reaction equation

HRID 1084555 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.

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-fb5ad4aae24e46b284239c6f0fa4424a
Source dataset
uspto-grants-1991_04
Patent number
US05004741

Reaction notes

Loading…