Hydrochloric Acid → HCID 11607306, compound

HRID 552303Notes

Reaction equation

HRID 552303 reaction equation
[K].[C:2]([O-])(C)(C)C.[CH3:7][O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13](=[O:18])[C:12]2([O:29][C:30]([N:32]1[CH2:37][CH2:36][N:35](N2CCC(C)CC2)[CH2:34][CH2:33]1)=[O:31])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[O:25][CH2:26][CH2:27][CH3:28].[CH3:45][O:46][C:47]1[CH:52]=[C:51]([O:53][CH3:54])[CH:50]=[CH:49][C:48]=1[S:55](Cl)(=[O:57])=[O:56].[OH-].[Na+].Cl.[C:62]1([NH2:73])[C:67](F)=[C:66](F)[C:65](F)=[C:64](N)C=1F.Cl.Cl>O.CO>[CH3:45][O:46][C:47]1[CH:52]=[C:51]([O:53][CH3:54])[CH:50]=[CH:49][C:48]=1[S:55]([N:14]1[C:15]2[C:11](=[CH:10][C:9]([O:8][CH3:7])=[CH:17][CH:16]=2)[C:12]([O:29][C:30]([N:32]2[CH2:37][CH2:36][N:35]([CH:66]3[CH2:65][CH2:64][N:73]([CH3:2])[CH2:62][CH2:67]3)[CH2:34][CH2:33]2)=[O:31])([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][CH2:26][CH2:27][CH3:28])[C:13]1=[O:18])(=[O:57])=[O:56]

Participants

9

Reactant 6

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 27346262,4-Dimethoxybenzenesulfonyl chlorideHCID 50987170Potassium tertbutoxideHCID 67164707HCID 67164707, compound

Product 1

HCID 11607306HCID 11607306, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

54 mg (0.48 mmol) of potassium-tert.-butanolate were added in portions to 200 mg (0.38 mmol) of the intermediate product 2c in 5 ml water-free dimethylformamide and everything was stirred for approximately 60 minutes. Then 113 mg (0.48 mmol) 2,4 dimethoxybenzene sulfonic acid chloride were rapidly added by drops at 0° C. This was then stirred for 16 h at room temperature. The reaction solution was subsequently poured on to 1 M NaOH, wherein a precipitate formed that was isolated. This precipitate was dissolved in 1 ml methanol and charged with 1 ml ethereal HCl. This solution was kept overnight at 0° C., wherein a precipitate resulted that was isolated. 213 mg of the product were obtained as dihydrochloride.

Workup

  1. stirringThis was then stirred for 16 h at room temperature
  2. customformed
  3. customthat was isolated
  4. waitThis solution was kept overnight at 0° C.
  5. customwherein a precipitate resulted
  6. customthat was isolated

Sources & evidence

ORD record
ord-04b101b5e13c40a683b4956ee982eafb
Source dataset
uspto-grants-2011_05
Patent number
US07951807B2

Reaction notes

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