HCID 54275719, compound → HCID 136409739, compound

HRID 972439Notes

Reaction equation

HRID 972439 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][S:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])(=[O:15])=[O:14])[CH:5]=[CH:4][C:3]=1[OH:32].[C:33]([NH:36][C:37]1[C:46]2[C:41](=[CH:42][CH:43]=[C:44]([N:48]=[N:49][C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=3[O:56][CH3:57])[C:45]=2[OH:47])[C:40]([S:58](Cl)(=[O:60])=[O:59])=[CH:39][CH:38]=1)(=[O:35])[CH3:34]>N1C=CC=CC=1>[C:33]([NH:36][C:37]1[C:46]2[C:41](=[CH:42][CH:43]=[C:44]([N:48]=[N:49][C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=3[O:56][CH3:57])[C:45]=2[OH:47])[C:40]([S:58]([NH:1][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][C:10]=3[NH:12][S:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])(=[O:15])=[O:14])[CH:5]=[CH:4][C:3]=2[OH:32])(=[O:59])=[O:60])=[CH:39][CH:38]=1)(=[O:35])[CH3:34]

Participants

4

Reactant 2

HCID 54275719HCID 54275719, compoundHCID 135755448HCID 135755448, compound

Product 1

HCID 136409739HCID 136409739, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 0.85 g (0.0018 mole) crude 1-amino-8-hexadecanesulfonamido-2-naphthol in 16 ml pyridine at 0° C was added 0.81 g (0.0018 mole) 4-acetamido-5-hydroxy-6-(o-methoxyphenylazo)naphthalene-1-sulfonyl chloride. The mixture was stirred overnight at room temperature, then poured in ice water containing 18 ml concentrated hydrochloric acid. The product was dried and triturated first with hot 1:1 dioxaneisopropyl alcohol and then with hot methanol to give 0.85 g of product, m.p. 177°-180° C.

Workup

  1. customThe product was dried
  2. customtriturated first with hot 1:1 dioxaneisopropyl alcohol

Sources & evidence

ORD record
ord-50fc1be47a2c4a63b716e83206c2b748
Source dataset
uspto-grants-1977_10
Patent number
US04053312

Reaction notes

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