Ammonium Acetate → HCID 86667544, compound

HRID 85245Notes

Reaction equation

HRID 85245 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([N:15]([CH2:20][CH2:21][CH2:22][CH3:23])[CH2:16][CH2:17][CH2:18][CH3:19])[CH:12]=[CH:11][C:10]=1[CH:24]=[CH:25][C:26]1[S:30][C:29]([CH:31]=O)=[CH:28][CH:27]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:33]([C:35]1[C:36](=[C:43]([C:46]#[N:47])[C:44]#[N:45])[O:37][C:38]([CH3:42])([CH3:41])[C:39]=1[CH3:40])#[N:34].C([O-])(=O)C.[NH4+]>C(O)C.O1CCCC1>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([N:15]([CH2:20][CH2:21][CH2:22][CH3:23])[CH2:16][CH2:17][CH2:18][CH3:19])[CH:12]=[CH:11][C:10]=1[CH:24]=[CH:25][C:26]1[S:30][C:29]([CH:31]=[CH:40][C:39]2[C:38]([CH3:41])([CH3:42])[O:37][C:36](=[C:43]([C:44]#[N:45])[C:46]#[N:47])[C:35]=2[C:33]#[N:34])=[CH:28][CH:27]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 517165Ammonium AcetateHCID 99903452-[3-Cyano-4,5,5-trimethylfuran-2(5H)-ylidene]malononitrileHCID 866675435-[2-(2-Benzyloxy-4-dibutylaminophenyl)vinyl]thiophene-2-carboaldehyde

Product 1

HCID 86667544HCID 86667544, compoundYield 58.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

In 10 ml of ethanol and 5 ml of tetrahydrofuran were dissolved 300 mg (0.67 mmol) of 5-[2-(2-benzyloxy-4-dibutylaminophenyl)vinyl]thiophene-2-carboaldehyde and 147 mg (0.74 mmol) of 2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)propanedinitrile. To this mixture was added 52 mg of ammonium acetate, and the mixture was stirred at room temperature for 18 hours and further stirred with heating at 50° C. for 7 hours. The solvent was evaporated off and the residue was washed with ethanol to give 246 mg of a dark brown crystal (yield: 58.4%; mp: 218-219° C.)

Workup

  1. stirringfurther stirred
  2. temperaturewith heating at 50° C. for 7 hours
  3. customThe solvent was evaporated off
  4. washthe residue was washed with ethanol

Sources & evidence

ORD record
ord-cc4227c1fe75434a8b144b92647ed86c
Source dataset
uspto-grants-2014_09
Patent number
US08846955B2

Reaction notes

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