Chloroform → HCID 178527119, compound

HRID 59418Notes

Reaction equation

HRID 59418 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][N:9]=[C:10]([C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:19])[NH2:11])=[CH:4][CH:3]=1.C(Cl)(Cl)Cl.[S:24](Cl)(Cl)=[O:25]>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[N:9]=[C:10]([C:12]3[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:19])[NH:11][S:24]2=[O:25])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 24386Thionyl ChlorideHCID 117965458N'-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbohydrazonamide

Product 1

HCID 178527119HCID 178527119, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The title compound was prepared according to the procedure described in step-4 of Intermediate-1 using N′-(4-bromophenyl)-2-chloro-6-fluorobenzenecarbo hydrazonamide (step-3 of Intermediate-1, 0.100 g, 0.292 mmol), CHCl3 (10 mL), pyridine (2.0 mL) and thionyl chloride (1.0 mL). The obtained product was purified with column chromatography on silica gel eluting with 0.5% MeOH:DCM to afford 0.050 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 7.45 (t, J=6.9 Hz, 3H), 7.51-7.68 (m, 4H), 12.05 (br s, 1H); MS (m/z): 388.02 my.

Workup

  1. customThe title compound was prepared
  2. customThe obtained product was purified with column chromatography on silica gel eluting with 0.5% MeOH

Sources & evidence

ORD record
ord-11d61949724e42938de34a35b6f45914
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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