Hydrochloric Acid → HCID 3006092, compound

HRID 1825901Notes

Reaction equation

HRID 1825901 reaction equation
[C:1]1([C:7]([CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]([S-:19])#[N:18].[K+].[Cl:21][C:22]1[CH:23]=[C:24]([NH:28][NH2:29])[CH:25]=[CH:26][CH:27]=1.Cl>C(O)(=O)C>[Cl:21][C:22]1[CH:23]=[C:24]([NH:28][N:29]2[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[NH:18][C:17]2=[S:19])[CH:25]=[CH:26][CH:27]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8400BenzoinHCID 75332(3-Chlorophenyl)hydrazineHCID 516872Potassium thiocyanate

Product 1

HCID 3006092HCID 3006092, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of benzoine (1.0 g, 0.0071 mol), KSCN (0.68 g, 0.0071 mol) and 3-chlorophenylhydrazine×HCl (1.26 g, 0.0071 mol) was stirred in acetic acid (10 mL) for two days. The white precipitate formed was filtered off (0.4 g). Water (50 mL) was added and the precipitate formed was filtered off. Recrystallization from MeOH/water (1:1) yielded 1.5 g (56%) of 9.26.

Workup

  1. customThe white precipitate formed
  2. filtrationwas filtered off (0.4 g)
  3. additionWater (50 mL) was added
  4. customthe precipitate formed
  5. filtrationwas filtered off
  6. customRecrystallization from MeOH/water (1:1)

Sources & evidence

ORD record
ord-ba9d8137f63144429ee8913a1f5f85ed
Source dataset
uspto-grants-2006_05
Patent number
US07049332B2

Reaction notes

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