Sodium hydride → HCID 178443074, compound

HRID 1904027Notes

Reaction equation

[C:1]([NH:18][C:19]1[CH:20]=[C:21]([OH:36])[C:22]2[C:27]([C:28]=1[O:29][CH2:30][O:31][CH2:32][CH2:33][O:34][CH3:35])=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[H-].[Na+].[C:39]([C:41]1[C:42](=[O:69])[N:43]([CH3:68])[C:44]([OH:67])=[C:45]([N:48]=[N:49][C:50]2[CH:55]=[CH:54][C:53]([CH2:56]OS(C3C=CC=CC=3)(=O)=O)=[CH:52][CH:51]=2)[C:46]=1[CH3:47])#[N:40]>>[C:39]([C:41]1[C:42](=[O:69])[N:43]([CH3:68])[C:44]([OH:67])=[C:45]([N:48]=[N:49][C:50]2[CH:55]=[CH:54][C:53]([CH2:56][O:36][C:21]3[C:22]4[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=4)[C:28]([O:29][CH2:30][O:31][CH2:32][CH2:33][O:34][CH3:35])=[C:19]([NH:18][C:1](=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:20]=3)=[CH:52][CH:51]=2)[C:46]=1[CH3:47])#[N:40]

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 1317134453-Hexadecanoylamino-4-methoxyethoxymethoxy-1-naphthol

HCID 178430934HCID 178430934, compound

Product 1

HCID 178443074HCID 178443074, compoundYield 70.6%

Conditions

Temperature: 80 °C

Procedure

5 g of Compound [1-f] was dissolved in 30 ml of dried diglime and to the solution was added 0.48 g of a 50% oily sodium hydride. Then, 4.4 g of Compound [2-b] was added and the mixture was stirred at 80° C. for 1.5 hours. By subjecting the same treatment as described in Step [1-i], 5.5 g of Compound [2-c] was obtained.

Sources & evidence

ORD record: ord-9ac3f14169fa4a38b615efed18c6f3d2
Source dataset: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04439513

Reaction notes

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