Diethyl Ether → HCID 13139469, compound

HRID 2164258Notes

Reaction equation

HRID 2164258 reaction equation
[CH3:1][NH:2][CH2:3][CH:4]1[NH:10][C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[CH2:7][C:6]2[CH:15]=[CH:16][CH:17]=[CH:18][C:5]1=2.[C:19]([Br:21])#[N:20].CCOCC>C(O)C.O1CCCC1>[BrH:21].[CH3:1][N:2]1[CH2:3][CH:4]2[C:5]3[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=3[CH2:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[N:10]2[C:19]1=[NH:20]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 10476Cyanogen BromideHCID 130379126,11-Dihydro-N-methyl-5H-dibenz(b,e)azepine-6-methanamine2×

Product 1

HCID 13139469HCID 13139469, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 7.15 gm (0.03 mol) of 6-methylaminomethyl-6,11-dihydro-5H-dibenz-[b,e]-azepine [formula II; R1 to R4 =H; R6 =--CH3 ; X=--CH2 --; broken line=single bond] in 70 ml of absolute ethanol was mixed with a solution of 3.2 gum (0.03 mol) of bromocyanogen in 8 ml of absolute tetrahydrofuran, while stirring. Accompanied by a slightly exothermic reaction, a solution was formed which was stirred after four hours of standing at ambient temperature. The reaction solution was then mixed with ether. The crystals thus obtained were suction-filtered off and dried.

Workup

  1. customAccompanied by a slightly exothermic reaction
  2. customa solution was formed which
  3. stirringwas stirred after four hours
  4. customof standing at ambient temperature
  5. customThe crystals thus obtained
  6. filtrationwere suction-filtered off
  7. customdried

Sources & evidence

ORD record
ord-5fba5fa06a5148179049e3f5907c200a
Source dataset
uspto-grants-1985_03
Patent number
US04503060

Reaction notes

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