1-Amino-2,4-dibromoanthraquinone → 1-Amino-2-bromo-4-hydroxyanthraquinone

HRID 1905847

반응식

HRID 1905847 반응식
NC1C2C(=[O:16])C3C(=CC=CC=3)C(=O)C=2C=CC=1.[NH2:18][C:19]1[C:32]2[C:31](=[O:33])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:24](=[O:34])[C:23]=2[C:22](Br)=[CH:21][C:20]=1[Br:36].B(O)(O)O>S(=O)(=O)(O)O>[NH2:18][C:19]1[C:32]2[C:31](=[O:33])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:24](=[O:34])[C:23]=2[C:22]([OH:16])=[CH:21][C:20]=1[Br:36]

참가 물질

5

반응물 3

HCID 66811-Amino-2,4-dibromoanthraquinoneHCID 67101-AminoanthraquinoneHCID 7628Boric Acid

생성물 1

HCID 83201-Amino-2-bromo-4-hydroxyanthraquinone

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

Further, German Offenlegungsschrift No. 28 17 890 discloses a one-vessel process and starting from 1-aminoanthraquinone, which is first converted by bromination into 1-amino-2,4-dibromoanthraquinone, which is in turn, without being isolated, reacted in sulfuric acid, in the presence of boric acid, to give 1-amino-2-bromo-4-hydroxyanthraquinone. The process is simple to perform and affords the desired product in good yield. The shortcoming of this process is, however, that the mixture of dilute sulfuric acid and boric acid formed during working up cannot be easily regenerated. For example, glassy residues are obtained and it is often necessary to neutralise the waste sulfuric acid, e.g. with calcium carbonate or slaked lime. In addition, the 1-amino-2-bromo-4-hydroxyanthraquinone obtained by this process is contaminated by compounds that are brominated in the 3-position. Such impurities result in changes in shade during the dye synthesis, i.e. standard shade dyes are not obtained.

후처리

  1. customwithout being isolated

출처 및 근거

ORD 기록
ord-72b0a6a90ab0450ba542b365630340af
출처 데이터셋
uspto-grants-1987_03
특허 번호
US04648994

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