Dimethylformamide → HCID 131711288, compound

HRID 1111780Notes

Reaction equation

HRID 1111780 reaction equation
COCC[O:5][C:6](=[O:98])[C:7]1[CH:19]=[C:18]([NH:20][C:21]([C:23]2[C:24]([C:75]([NH:77][C:78]3[CH:79]=[C:80]([C:91]([O:93]CCOC)=[O:92])[CH:81]=[C:82]([CH:90]=3)[C:83]([O:85]CCOC)=[O:84])=[O:76])=[CH:25][C:26]([C:52]([NH:54][C:55]3[CH:56]=[C:57]([C:68]([O:70]CCOC)=[O:69])[CH:58]=[C:59]([CH:67]=3)[C:60]([O:62]CCOC)=[O:61])=[O:53])=[C:27]([C:29]([NH:31][C:32]3[CH:33]=[C:34]([C:45]([O:47]CCOC)=[O:46])[CH:35]=[C:36]([CH:44]=3)[C:37]([O:39]CCOC)=[O:38])=[O:30])[CH:28]=2)=[O:22])[CH:17]=[C:9]([C:10]([O:12]CCOC)=[O:11])[CH:8]=1.CN(C)C=O.[OH-].[Na+:105]>C(O)C>[Na+:105].[Na+:105].[Na+:105].[Na+:105].[Na+:105].[Na+:105].[Na+:105].[Na+:105].[C:24]1([C:75]([NH:77][C:78]2[CH:79]=[C:80]([C:91]([O-:93])=[O:92])[CH:81]=[C:82]([CH:90]=2)[C:83]([O-:85])=[O:84])=[O:76])[CH:25]=[C:26]([C:52]([NH:54][C:55]2[CH:56]=[C:57]([C:68]([O-:70])=[O:69])[CH:58]=[C:59]([CH:67]=2)[C:60]([O-:62])=[O:61])=[O:53])[C:27]([C:29]([NH:31][C:32]2[CH:33]=[C:34]([C:45]([O-:47])=[O:46])[CH:35]=[C:36]([CH:44]=2)[C:37]([O-:39])=[O:38])=[O:30])=[CH:28][C:23]=1[C:21]([NH:20][C:18]1[CH:17]=[C:9]([C:10]([O-:12])=[O:11])[CH:8]=[C:7]([CH:19]=1)[C:6]([O-:98])=[O:5])=[O:22]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 88804558HCID 88804558, compound

Product 1

HCID 131711288HCID 131711288, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 8.23 g of the product of Example 1 and 45.0 ml of dimethylformamide is warmed until solution is achieved. The solution is cooled to room temperature and 90.0 ml of 1N sodium hydroxide is added with stirring. The solution is stirred for 20 minutes and diluted with 250 ml of ethanol. The product is collected and washed with ethanol and ether to yield a pale yellow powder. The product is purified by a series of precipitations from 28.6% aqueous ethanol, then from 33.3% aqueous ethanol, and is dried to yield 1.67 g of the product of the Example as a pale yellow powder.

Workup

  1. temperatureis warmed until solution
  2. stirringThe solution is stirred for 20 minutes
  3. customThe product is collected
  4. washwashed with ethanol and ether
  5. customto yield a pale yellow powder
  6. customThe product is purified by a series of precipitations from 28.6% aqueous ethanol
  7. dry with materialfrom 33.3% aqueous ethanol, and is dried

Sources & evidence

ORD record
ord-797f50664b41439fbcef5e87ed383e93
Source dataset
uspto-grants-1978_10
Patent number
US04118585

Reaction notes

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