Dichloromethane → HCID 66966508, compound

HRID 1360756Notes

Reaction equation

HRID 1360756 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[NH2:12])[C:5]([NH:7][NH2:8])=[O:6].C(Cl)Cl.[F:16][C:17]([F:28])([F:27])[C:18]1[CH:23]=[CH:22][C:21]([N:24]=[C:25]=S)=[CH:20][CH:19]=1.CCN=C=NCCCN(C)C>CN(C=O)C>[F:16][C:17]([F:27])([F:28])[C:18]1[CH:19]=[CH:20][C:21]([NH:24][C:25]2[O:6][C:5]([C:4]3[CH:3]=[C:2]([NH2:1])[C:11]([NH2:12])=[CH:10][CH:9]=3)=[N:7][N:8]=2)=[CH:22][CH:23]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 1371344-(Trifluoromethyl)phenyl isothiocyanateHCID 45301043,4-Diaminobenzhydrazide

Product 1

HCID 66966508HCID 66966508, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a 30 mL vial was added 0.5 g (3.01 mmol) of 3,4-diaminobenzhydrazide, 25 mL of DCM, and 0.61 g (3.01 mmol) of 4-trifluoromethyl-phenyl isothiocyanate. Allowed to stir at r.t. for 72 h. The pink suspension was concentrated in vacuo and used directly in the next reaction. MS (m/z) 370.0 M (+1), tR=1.10, Meth 10. To 20 mL scint vial was added 1.03 g (2.61 mmol) of the crude, 10 mL of DMF, and 0.55 g (2.87 mmol) of EDCI. Allowed to stir at 60° C., for 3 h. Added water, and filtered off solid. Used directly in next reaction. MS (m/z) 336.0 M (+1), tR=1.24, Meth 10

Workup

  1. concentrationThe pink suspension was concentrated in vacuo
  2. customused directly in the next reaction
  3. stirringAllowed to stir at 60° C., for 3 h
  4. filtrationAdded water, and filtered off solid
  5. customUsed directly in next reaction

Sources & evidence

ORD record
ord-8edc0cdf001d43d4b937440404a15afe
Source dataset
uspto-grants-2011_02
Patent number
US07879850B2

Reaction notes

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