Benzaldehyde, 2,4,6-trihydroxy- → HCID 136380446, compound

HRID 1294720Notes

Reaction equation

HRID 1294720 reaction equation
[C:1]1([NH:11][C:12](=[S:15])[NH:13][NH2:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH:16][C:17]1[CH:24]=[C:23]([OH:25])[CH:22]=[C:21]([OH:26])[C:18]=1[CH:19]=O>C(O)(=O)C>[C:1]1([NH:11][C:12](=[S:15])[NH:13][N:14]=[CH:19][C:18]2[C:17]([OH:16])=[CH:24][C:23]([OH:25])=[CH:22][C:21]=2[OH:26])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 68099Benzaldehyde, 2,4,6-trihydroxy-HCID 2760175N-(Naphthalen-1-yl)hydrazinecarbothioamide

Product 1

HCID 136380446HCID 136380446, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 4-(naphth-1-yl)thiosemicarbazide (572 mg, 2.63 mmol) and 2,4,6-trihydroxybenzaldehyde (405 mg, 2.63 mmol) in acetic acid (5 mL) was heated under reflux for 20 min, then cooled. The precipitate was filtered, washed (acetic acid) and dried to give the title compound (445 mg, 54%) as a solid. MS (ES+) m/e 354 [M+H]+.

Workup

  1. temperatureunder reflux for 20 min
  2. temperaturecooled
  3. filtrationThe precipitate was filtered
  4. washwashed (acetic acid)
  5. customdried

Sources & evidence

ORD record
ord-5d878955377d46e0b30124adea33c3aa
Source dataset
uspto-grants-2007_07
Patent number
US07241783B2

Reaction notes

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