Ethanol → HCID 136379487, compound

HRID 2362646Notes

Reaction equation

HRID 2362646 reaction equation
Cl[C:2]1[C:3]([C:23]2[S:27][C:26]([C:28]3([O:32][CH2:33][O:34][CH3:35])[CH2:31][CH2:30][CH2:29]3)=[N:25][CH:24]=2)=[C:4]2[CH:10]=[C:9]([C:11]#[N:12])[N:8](S(C3C=CC(C)=CC=3)(=O)=O)[C:5]2=[N:6][CH:7]=1.C(O)C.[ClH:39].[NH2:40][OH:41].C(N(CC)CC)C>O>[Cl:39][C:2]1[C:3]([C:23]2[S:27][C:26]([C:28]3([O:32][CH2:33][O:34][CH3:35])[CH2:31][CH2:30][CH2:29]3)=[N:25][CH:24]=2)=[C:4]2[CH:10]=[C:9](/[C:11](=[N:40]/[OH:41])/[NH2:12])[NH:8][C:5]2=[N:6][CH:7]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 67003372HCID 67003372, compound

Product 1

HCID 136379487HCID 136379487, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A suspension of Example 22A (0.118 g, 0.223 mmol), ethanol (3 mL), water (0.25 mL), hydroxylamine hydrochloride (0.039 g, 0.558 mmol), and triethylamine (0.140 mL, 1.0 mmol) was heated at 80° C. for 30 minutes. The reaction was cooled to ambient temperature, diluted with water (13 mL) and stirred 5 minutes. The suspension was filtered. The solid collected was washed with water and dried in a vacuum oven at 50° C. to provide the title compound. MS ESI(+) m/z 408.0 [M+H]+.

Workup

  1. filtrationThe suspension was filtered
  2. customThe solid collected
  3. washwas washed with water
  4. customdried in a vacuum oven at 50° C.

Sources & evidence

ORD record
ord-0dd838269b26488e85ac77101d06a748
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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