Hydrochloric Acid → HCID 21393474, compound

HRID 1606702Notes

Reaction equation

HRID 1606702 reaction equation
[CH:1]1([NH:11][C:12]([NH:14][NH:15]C(OC)=O)=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[OH-].[K+].[ClH:22]>>[ClH:22].[CH:1]1([NH:11][C:12](=[O:13])[NH:14][NH2:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 21393497HCID 21393497, compound

Product 1

HCID 21393474HCID 21393474, compound

Procedure

8.13 Grams (0.031 mole) of methyl 3-[(1,2,3,4-tetrahydro-1-naphthyl)carbamoyl]carbazate is added in portions to 31 ml. of stirred 4N potassium hydroxide maintained at 75° C. to 80° C. The mixture is stirred at this temperature for 30 minutes, then cooled in an ice bath and acidified with 12N hydrochloric acid. The precipitate is filtered, washed with cold water and then 2-propanol. The dried product weighs 1.88 grams and has melting point 189° C. to 191° C. The filtrate is evaporated under reduced pressure and the residue boiled in ethanol and filtered hot. The filtrate is evaporated at reduced pressure. The residue is crystallized from ethanol to give an additional 1.30 grams of product, melting point 191° C. to 193° C. Recrystallization from water gives the analytical sample, melting point 196° C. to 198° C. Analysis calculated for C11H16N3OCl: C, 54.66; H, 6.67; N, 17.30. Found: C, 54.57; H, 6.69; N, 17.46.

Workup

  1. temperaturecooled in an ice bath
  2. filtrationThe precipitate is filtered
  3. washwashed with cold water
  4. customThe filtrate is evaporated under reduced pressure
  5. filtrationfiltered hot
  6. customThe filtrate is evaporated at reduced pressure
  7. customThe residue is crystallized from ethanol

Sources & evidence

ORD record
ord-b7aed508343946e7b81b895fcd514972
Source dataset
uspto-grants-1976_04
Patent number
US03953506

Reaction notes

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