Hydrazine → HCID 12690616, compound

HRID 1730971Notes

Reaction equation

HRID 1730971 reaction equation
[O:1]1[CH2:3][C:2]21[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH2:7][CH2:6][C:5]1[CH:14]=[CH:15][CH:16]=[CH:17][C:4]2=1.[NH2:18][NH2:19]>>[NH:18]([CH2:3][C:2]1([OH:1])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2)[NH2:19]

Participants

3

Reactant 2

HCID 9321HydrazineHCID 12690613HCID 12690613, compound

Product 1

HCID 12690616HCID 12690616, compound

Procedure

A mixture of 10.0 g. of 10,11-dihydro-spiro[dibenzo[a,d] cycloheptene-5,2'-oxirane] and 100 ml. of anhydrous hydrazine is refluxed for 3 hours, the resulting mixture evaporated in vacuo to dryness, the residue dissolved in methanol and again evaporated in vacuo to dryness. The residue is crystallized from diethyl ether to obtain 5-hydrazinomethyl-10,11-dihydro-5H-dibenzo[a,d]cyclo-hepten-5-ol, m.p. 95°-105° C. (decomp.). It was observed that this product decomposed slowly at room temperature to form dibenzo[a,d]cyclohepten-5-one and thus must be stored at reduced temperatures if to be preserved in relatively pure form for any substantial period of time.

Workup

  1. additionA mixture of 10.0 g
  2. customthe resulting mixture evaporated in vacuo to dryness
  3. dissolutionthe residue dissolved in methanol
  4. customagain evaporated in vacuo to dryness
  5. customThe residue is crystallized from diethyl ether

Sources & evidence

ORD record
ord-811f1237f9f242c1a7b11120655f1bbb
Source dataset
uspto-grants-1976_11
Patent number
US03994918

Reaction notes

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