Formaldehyde → HCID 87546257, compound

HRID 1435695Notes

Reaction equation

HRID 1435695 reaction equation
[Cl:1][C:2]1[C:3]([CH3:22])=[C:4]([S:8]([NH:11][C:12]2[S:13][CH:14]=[C:15]([CH2:17][CH2:18][O:19][CH2:20][CH3:21])[N:16]=2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.Cl.[CH3:24][NH:25][CH3:26].[CH2:27]=O>C(O)(=O)C>[Cl:1][C:2]1[C:3]([CH3:22])=[C:4]([S:8]([NH:11][C:12]2[S:13][C:14]([CH2:24][N:25]([CH3:27])[CH3:26])=[C:15]([CH2:17][CH2:18][O:19][CH2:20][CH3:21])[N:16]=2)(=[O:9])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 87546601HCID 87546601, compound

Product 1

HCID 87546257HCID 87546257, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of EXAMPLE 182A (360 mg, 1 mmol), dimethylamine hydrochloride (164 mg, 2 mmol), 37% formaldehyde (0.5 mL) in acetic acid (5 mL) was heated at 100° C. for 5.5 hrs. The solvent was evaporated. The residue was dissolved in water (5 mL). The pH of the water solution was adjusted to 9 with 2 N NaOH. The precipitate was filtered, washed with water and dried to give the product as white powder (115.4 mg, 28% yield): mp 152-153° C.; MS m/e, 420, 418 (M+)

Workup

  1. customThe solvent was evaporated
  2. dissolutionThe residue was dissolved in water (5 mL)
  3. filtrationThe precipitate was filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-eb97466238be42f6abf1d68a2d877fa2
Source dataset
uspto-grants-2009_11
Patent number
US07618961B2

Reaction notes

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