Hydrazine → HCID 86681376, compound

HRID 1406679Notes

Reaction equation

HRID 1406679 reaction equation
[C:1]1([C:7]2([C:12]3[CH:30]=[CH:29][C:15]([CH2:16][N:17]4[CH2:22][CH2:21][N:20]([CH2:23][C:24](OCC)=[O:25])[CH2:19][CH2:18]4)=[CH:14][CH:13]=3)[O:11][CH2:10][CH2:9][O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:31][NH2:32]>C(O)C>[C:1]1([C:7]2([C:12]3[CH:30]=[CH:29][C:15]([CH2:16][N:17]4[CH2:22][CH2:21][N:20]([CH2:23][C:24]([NH:31][NH2:32])=[O:25])[CH2:19][CH2:18]4)=[CH:14][CH:13]=3)[O:11][CH2:10][CH2:9][O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86681375HCID 86681375, compound

Product 1

HCID 86681376HCID 86681376, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Synthesized according to General Procedure C: 14 (2.54 g, 6.19 mmol, 1 equiv.), anhydrous hydrazine (0.78 mL, 24.8 mmol, 4 equiv.), ethanol (12 mL). 15 (1.82 g, 74%) was obtained as a white solid, which was used without further purification after extraction. 1H-NMR (500 MHz, CDCl3): δ 8.14 (br s, 1H), 7.52-7.50 (m, 2H), 7.44 (d, 2H, J=8.0 Hz), 7.33-7.30 (m, 2H), 7.28-7.23 (m, 3H), 4.07-4.04 (m, 2H), 4.03-4.00 (m, 2H), 3.85 (br s, 2H), 3.46 (s, 2H), 3.04 (s, 2H), 2.50 (br s, 4H), 2.43 (br s, 4H). 13C-NMR (125 MHz, CDCl3): δ 170.4, 142.0, 140.9, 137.7, 128.7, 128.0, 127.9, 126.0, 125.9, 109.2, 64.7, 62.4, 60.5, 53.5, 52.9.

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-70138bccf6594dae8f22e5d72fc8a13f
Source dataset
uspto-grants-2014_12
Patent number
US08916705B2

Reaction notes

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